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Regio-and Stereoselective Transformation of Internal Allylic Systems

Research Project

Project/Area Number 21350020
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionHokkaido University

Principal Investigator

SAWAMURA Masaya  北海道大学, 大学院・理学研究院, 教授 (40202105)

Project Period (FY) 2009 – 2011
Project Status Completed (Fiscal Year 2011)
Budget Amount *help
¥19,500,000 (Direct Cost: ¥15,000,000、Indirect Cost: ¥4,500,000)
Fiscal Year 2011: ¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2010: ¥6,110,000 (Direct Cost: ¥4,700,000、Indirect Cost: ¥1,410,000)
Fiscal Year 2009: ¥8,190,000 (Direct Cost: ¥6,300,000、Indirect Cost: ¥1,890,000)
Keywordsアリル化 / 位置選択性 / パラジウム触媒 / 銅触媒 / 有機ホウ素化合物 / 有機ケイ素化合物 / ヘテロアレーン / アリル位アルキル化 / アリル化合物 / ケテンシリルアセタール / 有機ホウ化合物 / 光学活性化合物 / アレン / パラジウ触媒 / アリルシラン / 共役付加 / 二酸化炭素 / 置換反応 / 有機ホウ素 / 光学活性 / セルトラリン / アルキルホウ素化合物
Research Abstract

Transition-metal-catalyzed allylic substitution reactions with nucleophiles are among the most important transformation methods in modern organic synthesis because of their broad substrate scope under mild reaction conditions and applicability to enantioselective reactions, as well as the versatility of the alkene functionality adjacent to the chiral center for stereoselective derivatization. However, allylic substitution of unsymmetrically substituted allylic substrates occurs competitively at the α-and γ-positions due to formation of a (π-allyl)metal intermediate : the regioselectivity is highly dependent on the substitution pattern of the allylic substrates. In this research, the principle of catalytic γ-selective substitution of allylic systems has been established, and new organic synthetic reactions have been developed.

Report

(4 results)
  • 2011 Annual Research Report   Final Research Report ( PDF )
  • 2010 Annual Research Report
  • 2009 Annual Research Report
  • Research Products

    (92 results)

All 2012 2011 2010 2009 Other

All Journal Article (33 results) (of which Peer Reviewed: 31 results) Presentation (55 results) Book (2 results) Remarks (2 results)

  • [Journal Article] Regio- and Stereocontrolled Introduction of Secondary Alkyl Groups to Electron-Deficient Arenes through Copper-Catalyzed Allylic Alkylation2012

    • Author(s)
      槇田祐輔、大宮寛久、澤村正也
    • Journal Title

      Angewandte Chemie

      Volume: 51 Issue: 17 Pages: 4122-4127

    • DOI

      10.1002/anie.201200809

    • Related Report
      2011 Annual Research Report 2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Conjugated Allenes through Copper-Catalyzed γ-Selective and Stereospecific Coupling between Propargylic Phosphates and Aryl- or Alkenylboronates2012

    • Author(s)
      Mingyu Yang, Natsumi Yokokawa, Hirohisa Ohmiya, Masaya Sawamura
    • Journal Title

      Org. Lett.

      Volume: 14 Issue: 3 Pages: 816-819

    • DOI

      10.1021/ol2033465

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Efficient Preparation of β-Branched γ, δ-Unsaturated Esters through Copper-Catalyzed Allylic Alkylation of Ketene Silyl Acetal2012

    • Author(s)
      Dong Li, Hirohisa Ohmiya, Masaya Sawamura
    • Journal Title

      Synthesis (PSP article)

      Volume: 44 Issue: 09 Pages: 1304-1307

    • DOI

      10.1055/s-0031-1289712

    • NAID

      120005228671

    • Related Report
      2011 Annual Research Report 2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Conjugated Allenes through Copper-Catalyzed g-Selective and Stereospecific Coupling between Propargylic Phosphates and Aryl- or2012

    • Author(s)
      Mingyu Yang
    • Journal Title

      Org.Lett.

      Volume: 14 Pages: 816-819

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Functional Group Tolerable Synthesis of Allylsilanes through Copper-Catalyzed g-Selective Allyl-Alkyl Coupling between Allylic Phosphates and Alkylboranes2012

    • Author(s)
      Kazunori Nagao
    • Journal Title

      Synthesis

      Volume: 44(in press) Issue: 10 Pages: 1535-1541

    • DOI

      10.1055/s-0031-1290818

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] General Approach to Allenes through Copper-Catalyzed g-Selective and Stereospecific Coupling between Propargylic Phosphates and Alkylboranes2011

    • Author(s)
      大宮寛久、横堀海、槇田祐輔、澤村正也
    • Journal Title

      Organic Letters

      Volume: 13 Issue: 23 Pages: 6312-6315

    • DOI

      10.1021/ol202866h

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed Conjugate Additions of Alkylboranes to Aryl α, β-Unsaturated Ketones2011

    • Author(s)
      Hirohisa Ohmiya, Yoshinori Shido, Mika Yoshida, Masaya Sawamura
    • Journal Title

      Chem. Lett.

      Volume: 40 Issue: 9 Pages: 928-930

    • DOI

      10.1246/cl.2011.928

    • NAID

      10029521633

    • Related Report
      2011 Annual Research Report 2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed γ-Selective and Stereospecific Allylic Alkylation of Ketene Silyl Acetals2011

    • Author(s)
      Dong Li, Hirohisa Ohmiya, Masaya Sawamura
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 133 Issue: 15 Pages: 5672-5675

    • DOI

      10.1021/ja111645q

    • Related Report
      2011 Annual Research Report 2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed Carboxylation of Alkylboranes with Carbon Dioxide: Formal Reductive Carboxylation of Terminal Alkenes2011

    • Author(s)
      Hirohisa Ohmiya, Masahito Tanabe, Masaya Sawamura
    • Journal Title

      Org. Lett.

      Volume: 13 Issue: 5 Pages: 1086-1088

    • DOI

      10.1021/ol103128x

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed Conjugate Additions of Alkylboranes to Imidazolyl α, β-Unsaturated Ketones ; Formal Reductive Conjugate Addition of TerminalAlkenes2011

    • Author(s)
      Hirohisa Ohmiya, Mika Yoshida, Masaya Sawamura
    • Journal Title

      Org. Lett.

      Volume: 13 Issue: 3 Pages: 482-485

    • DOI

      10.1021/ol102819k

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] General Approach to Allenes tnrough Copper-Catalyzed g-Selective and Stereospecific Coupling between Propargylic Phosphates and Alkylboranes2011

    • Author(s)
      Hirohisa Ohmiya
    • Journal Title

      Org.Lett.

      Volume: 13 Pages: 6312-6315

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Sulfonamidoquinoline-Palladium(II) Dimer Complex As a Catalyst Precursor for Palladium-Catalyzed γ-Selective and Stereospecific Allyl-Aryl Coupling Reaction between Allylic Acetates and Arylboronic Acids.2011

    • Author(s)
      Yusuke Makida
    • Journal Title

      Chemistry-An Asian Jouurnal

      Volume: Vol 6 Pages: 410-414

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed Conjugate Additions of Alkylboranes to Imidazolyl α,β-Unsaturated Ketones : Formal Reductive Conjugate Addition of Terminal Alkenes.2011

    • Author(s)
      Hirohisa Ohmiya
    • Journal Title

      Organic Letters

      Volume: Vol 13 Pages: 482-485

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed Carboxylation of Alkylboranes with Carbon Dioxide : Formal Reductive Carboxvlation of Terminal Alkenes.2011

    • Author(s)
      Hirohisa Ohmiya
    • Journal Title

      Organic Letters

      Volume: Vol 13 Pages: 1086-1088

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed γ-Selective and Stereospecific Allylic Alkylation of Ketene Silyl Acetals.2011

    • Author(s)
      Dong Li
    • Journal Title

      Journal of the American Chemical Society

      Volume: Vol 133(in press)

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Sulfonamidoquinoline-VPalladium(II) Dimer Complex As a Catalyst Precursor for Palladium-Catalyzed γ-Selective and Stereospecific Allyl-VAryl Coupling Reaction between Allylic Acetates and Arylboronic Acids2010

    • Author(s)
      Yusuke Makida, Hirohisa Ohmiya, Masaya Sawamura
    • Journal Title

      Chem. Asian J.

      Volume: 6 Issue: 2 Pages: 410-414

    • DOI

      10.1002/asia.201000721

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Protecting-Group-Free Route to Hydroxylated Pyrrolidine and Piperidine Derivatives through Cu(I)-Catalyzed Intramolecular Hydroamination of Alkenes2010

    • Author(s)
      Hirohisa Ohmiya, Mika Yoshida, Masaya Sawamura
    • Journal Title

      Synlett

      Pages: 2136-2140

    • NAID

      120003295061

    • Related Report
      2011 Final Research Report
  • [Journal Article] Synthesis of α-Arylated Allylsilanes through Palladium-Ctalyzed γ-Selective Allyl-Aryl Coupling2010

    • Author(s)
      Dong Li, Tatsunori Tanaka Hirohisa Ohmiya, Masaya Sawamura
    • Journal Title

      Org. Lett.

      Volume: 12 Issue: 15 Pages: 3344-3347

    • DOI

      10.1021/ol101114r

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed γ-Selective and Stereospecific Allyl-Aryl Coupling between (Z)-Acyclic and Cyclic Allylic Phosphates and Arylboronates2010

    • Author(s)
      Hirohisa Ohmiya, Natsumi Yokokawa, Masaya Sawamura
    • Journal Title

      Org. Lett.

      Volume: 12 Issue: 10 Pages: 2438-2440

    • DOI

      10.1021/ol100841y

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Selective Synthesis of Allenes and Alkynes through Ligand-Controlled, Palladium-Catalyzed Decarboxylative Hydrogenolysis of Propargylic Formates2010

    • Author(s)
      Hirohisa Ohmiya, Mingyu Yang, Yoshihiro Yamauchi, Yuhki Ohtsuka, Masaya Sawamura
    • Journal Title

      Org. Lett.

      Volume: 12 Issue: 8 Pages: 1796-1799

    • DOI

      10.1021/ol100405k

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed γ-Selective Allyl-VAlkyl Coupling between Allylic Phosphates and Alkylboranes2010

    • Author(s)
      Hirohisa Ohmiya, Umi Yokobori, Yusuke Makida, Masaya Sawamura
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 132 Issue: 9 Pages: 2895-2897

    • DOI

      10.1021/ja9109105

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Palladium-Catalyzed γ-Selective and Stereospecific Allyl-Aryl Coupling between Acyclic Allylic Esters and Arylboronic Acids2010

    • Author(s)
      Hirohisa Ohmiya, Yusuke Makida, Dong Li, Masahito Tanabe, Masaya Sawamura
    • Journal Title

      J. Am. Chem. Soc.

      Volume: 132 Issue: 2 Pages: 879-889

    • DOI

      10.1021/ja9092264

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed γ-Selective and Stereospecific Allyl-Aryl Coupling between (Z)-Acyclic and Cyclic Allylic Phosphates and Arylboronates.2010

    • Author(s)
      Hirohisa Ohmiya
    • Journal Title

      Organic Letters

      Volume: Vol 12 Pages: 2438-2440

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of α-Arylated Allylsilanes through Palladium-Catalyzed γ-Selective Allyl-Aryl Coupling.2010

    • Author(s)
      Dong Li
    • Journal Title

      Organic Letters

      Volume: Vol 12 Pages: 3344-3347

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Protecting-Group-Free Route to Hydroxylated Pyrrolidine and Piperidine Derivatives through Cu(I)-Catalyzed Intramolecular Hydroamination of Alkenes.2010

    • Author(s)
      Hirohisa Ohmiya
    • Journal Title

      Synlett

      Pages: 2136-2140

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Palladium-Catalyzed g-Selective and Stereospecific Allyl-Aryl Coupling between Acyclic Allylic Esters and Arylboronic Acids2010

    • Author(s)
      Hirohisa Ohmiya
    • Journal Title

      Journal of the American Chemical Society Vol 132

      Pages: 879-889

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed γ-Selective Allyl-Alkyl Coupling between Allylic Phosphates and Alkylboranes2010

    • Author(s)
      Hirohisa Ohmiya
    • Journal Title

      Journal of the American Chemical Society Vol 132

      Pages: 2895-2897

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Selective Synthesis of Allenes and Alkynes through Ligand-Controlled, Palladium-Catalyzed Decarboxylative Hydrogenolysis of Propargylic Formates2010

    • Author(s)
      Hirohisa Ohmiya
    • Journal Title

      Organic Letters Vol 12

      Pages: 1796-1799

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article]2010

    • Author(s)
      澤村正也
    • Journal Title

      使える!有機合成反応241実践ガイド(化学同人)

      Pages: 164-165

    • Related Report
      2009 Annual Research Report
  • [Journal Article] Generaland Functional Group-Tolerable Approach to Allenylsilanes by Rhodium-Catalyzed Coupling between Propargylic Carbonates and a Silylboronate2009

    • Author(s)
      Hirohisa Ohmiya, Hideto Ito, Masaya Sawamura
    • Journal Title

      Org. Lett.

      Volume: 11 Issue: 24 Pages: 5618-5620

    • DOI

      10.1021/ol902339a

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Cu(I)-Catalyzed Intramolecular Hydroamination of Unactivated Alkenes Bearing a Primary or Secondary Amino Group in Alcoholic Solvents2009

    • Author(s)
      Hirohisa Ohmiya, Toshimitsu Moriya, Masaya Sawamura
    • Journal Title

      Org. Lett.

      Volume: 11 Issue: 10 Pages: 2145-2147

    • DOI

      10.1021/ol9007712

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Cu(I)-Catalyzed Intramolecular Hydroamination of Unactivated Alkenes Bearing a Primary or Secondary Amino Group in Alcoholic Solvents2009

    • Author(s)
      Hirohisa Ohmiya
    • Journal Title

      Organic Letters Vol 11

      Pages: 2145-2147

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] The Synthesis of Allenes by Cu(I)-Catalyzed Regio- and Stereoselective Reduction of Propargylic Carbonates with Hydrosilanes2009

    • Author(s)
      Chongmin Zhong
    • Journal Title

      Chemical Communications

      Pages: 5850-5852

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Presentation] 銅触媒による末端アルキンのγ選択的立体特異的アリル化反応2012

    • Author(s)
      高山ゆりえ
    • Organizer
      化学系学協会北海道支部2012年冬季研究発表会
    • Place of Presentation
      北海道大学(札幌市)
    • Related Report
      2011 Annual Research Report
  • [Presentation] Synthesis of Allylsilanes through Copper-Catalyzed γ-Selective and Stereospecific Allyl-Alkyl Coupling2012

    • Author(s)
      Kazonori Nagao
    • Organizer
      The 5th GCOE International Synposium (Hokkaido University Global COE Program)
    • Place of Presentation
      Hokkaido University (Sapporo)
    • Related Report
      2011 Annual Research Report
  • [Presentation] Enantioselective Conjugate Addition of Alkylboranes Catalyzed by Chiral Copper-NHC Complex2012

    • Author(s)
      Hirohisa Ohmiya
    • Organizer
      The 5th GCOE International Synposium (Hokkaido University Global COE Program)
    • Place of Presentation
      Hokkaido University (Sapporo)
    • Related Report
      2011 Annual Research Report
  • [Presentation] 銅触媒によるリン酸アリル類とアルキルボランの立体分岐型カップリング反応2012

    • Author(s)
      長尾一哲
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学(横浜市)
    • Related Report
      2011 Annual Research Report
  • [Presentation] 銅触媒によるリン酸プロパルギル類とγルキルボランのγ位選択的立体特異的カップリング反応を用いたアレン誘導体の合成2012

    • Author(s)
      横堀海
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学(横浜市)
    • Related Report
      2011 Annual Research Report
  • [Presentation] 銅触媒によるアルキルボランのα,β-不飽和アリールケトンに対する共役付加反応2012

    • Author(s)
      志渡義教
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学(横浜市)
    • Related Report
      2011 Annual Research Report
  • [Presentation] 不斉銅/N-ヘテロサイクリックカルベン錯体触媒によるアルキルボランのエナンチオ選択的共役付加反応2012

    • Author(s)
      吉田美香
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学(横浜市)
    • Related Report
      2011 Annual Research Report
  • [Presentation] 銅触媒による末端アルキンのγ位選択的立体特異的直接アリル化反応2012

    • Author(s)
      高山ゆりえ
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学(横浜市)
    • Related Report
      2011 Annual Research Report
  • [Presentation] 銅触媒による電子不足アレーン類のγ位選択的立体特異的直接アリル化反応2012

    • Author(s)
      槇田祐輔
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶應義塾大学(横浜市)
    • Related Report
      2011 Annual Research Report
  • [Presentation] 環境にやさしい有機ホウ素化合物の合成法2011

    • Author(s)
      澤村正也
    • Organizer
      大阪大学「環境月間」講演会
    • Place of Presentation
      大阪大学(吹田市)(招待講演)
    • Year and Date
      2011-06-03
    • Related Report
      2011 Annual Research Report
  • [Presentation] 銅触媒によるケテンシリルアセタール類のγ位選択的立体特異的アリル位アルキル化反応2011

    • Author(s)
      大宮寛久,李棟,澤村正也
    • Organizer
      第58回有機金属化学討論会
    • Place of Presentation
      名古屋市
    • Related Report
      2011 Final Research Report
  • [Presentation] Synthesis of Axially ChiralAllenes through Copper-Catalyze Cross-Coupling between Propargylic Phosphates and Organoboron Compounds2011

    • Author(s)
      Masaya Sawamura
    • Organizer
      14TH Asian Chemical Congress
    • Place of Presentation
      Bangkok, Thailand
    • Related Report
      2011 Final Research Report
  • [Presentation] Copper-Catalyzed Carbon-Carbon Bond Formation Reactions with Alkylboranes2011

    • Author(s)
      Hirohisa Ohmiya, Umi Yokobori, Mika Yoshida, Kazunori Nagao, Masahito Tanabe, Yusuke Makida, Masaya Sawamura
    • Organizer
      OMCOS 16
    • Place of Presentation
      Shanghai
    • Related Report
      2011 Final Research Report
  • [Presentation] Sulfonamidoquinoline/Palladium(II)-DimerComplex as a Catalyst Precursor for Palladium-Catalyzed g-Selective Allyl-Aryl Coupling Reaction2011

    • Author(s)
      Yusuke Makida
    • Organizer
      OMCOS16, 16th International Symposium on Organometallic Chemistry Directed towards Organic Synthesis
    • Place of Presentation
      上海インターナショナルコンヴェンションセンター(上海市)
    • Related Report
      2011 Annual Research Report
  • [Presentation] Copper-Catalyzed Carbon-Carbon Bond Formation Reactions with Alkylboranes2011

    • Author(s)
      Hirohisa Ohmiya
    • Organizer
      OMCOS16, 16th International Symposium on Organometallic Chemistry Directed towards Organic Synthesis
    • Place of Presentation
      上海インターナショナルコンヴェンションセンター(上海市)
    • Related Report
      2011 Annual Research Report
  • [Presentation] Synthesis of Axially ChiralAllenes through Copper-Catalyze Cross-Coupling between Propargylic Phosphates and Organoboron Compounds2011

    • Author(s)
      Masaya Sawamura
    • Organizer
      14TH Asian Chemical Congress
    • Place of Presentation
      QSNCC (Thailand)(招待講演)
    • Related Report
      2011 Annual Research Report
  • [Presentation] 銅触媒によるケテンシリルアセタール類のγ位選択的立体特異的アリル位アルキル化反応2011

    • Author(s)
      大宮寛久
    • Organizer
      第58回有機金属化学討論会
    • Place of Presentation
      名古屋大学(名古屋市)
    • Related Report
      2011 Annual Research Report
  • [Presentation] スルホンアミドキノリン-パラジウム錯体触媒による酢酸アリル類とアリールホウ酸のγ位選択的立体特異的カップリング反応2011

    • Author(s)
      槇田祐輔
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学(横浜市)
    • Related Report
      2010 Annual Research Report
  • [Presentation] 銅触媒によるケテンシリルアセタールのγ位選択的立体特異的アリル位アルキル化反応2011

    • Author(s)
      李棟
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学(横浜市)
    • Related Report
      2010 Annual Research Report
  • [Presentation] 銅触媒によるリン酸アリル類とアルキルボランのγ位選択的立体特異的カップリング反応2011

    • Author(s)
      長尾一哲
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学(横浜市)
    • Related Report
      2010 Annual Research Report
  • [Presentation] 銅触媒によるリン酸プロパルギル類とアルキルボランのγ位選択的カップリング反応:立体選択的アレン合成2011

    • Author(s)
      横堀海
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学(横浜市)
    • Related Report
      2010 Annual Research Report
  • [Presentation] 銅触媒によるアルキルボランの共役付加反応2011

    • Author(s)
      吉田美香
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学(横浜市)
    • Related Report
      2010 Annual Research Report
  • [Presentation] 銅触媒によるアルキルボランの二酸化炭素への反応2011

    • Author(s)
      田辺正人
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学(横浜市)
    • Related Report
      2010 Annual Research Report
  • [Presentation] ブレンステッド酸点を持つ不斉銅触媒による末端アルキンとアルデヒドのエナンチオ選択的付加反応2011

    • Author(s)
      石井孝興
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      神奈川大学(横浜市)
    • Related Report
      2010 Annual Research Report
  • [Presentation] Copper-Alcohol Cooperative Catalysis in Enantioselective Direct Addition of Terminal Alkynes to Aldehydes.2010

    • Author(s)
      Takaoki Ishii
    • Organizer
      China-Japan Joint Symposium on Catalytic Organic Synthesis
    • Place of Presentation
      Tian-Jin, China
    • Year and Date
      2010-09-25
    • Related Report
      2010 Annual Research Report
  • [Presentation] アリルアルコール誘導体の高選択的カップリング反応~付加一脱離機構に基づく反応と触媒の設計~2010

    • Author(s)
      澤村正也
    • Organizer
      帝人ファーマ講演会
    • Place of Presentation
      東京都
    • Year and Date
      2010-06-07
    • Related Report
      2011 Final Research Report
  • [Presentation] アリルアルコール誘導体の高選択的カップリング反応~付加-脱離機構に基づく反応と触媒の設計~2010

    • Author(s)
      澤村正也
    • Organizer
      希人ファーマ講演会
    • Place of Presentation
      東京 招待講演
    • Year and Date
      2010-06-07
    • Related Report
      2010 Annual Research Report
  • [Presentation] 銅触媒によるアリルおよびプロパルギルアルコール誘導体とアルキルホウ素化合物のγ選択的カップリング反応2010

    • Author(s)
      大宮寛久,横堀海,槇田祐輔,澤村正也
    • Organizer
      第57回有機金属化学討論会
    • Place of Presentation
      八王子市
    • Related Report
      2011 Final Research Report
  • [Presentation] Palladium-Catalyzed γ-Selective and Stereospecific Allyl-Aryl Coupling between Allylic Esters and Arylboronic Acids.2010

    • Author(s)
      Dong Li
    • Organizer
      The 11th International Symposium of Chinese Organ is Chemists
    • Place of Presentation
      Taipei, Taiwan
    • Related Report
      2010 Annual Research Report
  • [Presentation] 銅触媒によるアリルおよびプロパルギルアルコール誘導体とアルキルホウ素化合物のγ選択的カップリング反応2010

    • Author(s)
      大宮寛久
    • Organizer
      第57回有機金属化学討論会
    • Place of Presentation
      中央大学(東京)
    • Related Report
      2010 Annual Research Report
  • [Presentation] Mechanistic Studies on Palladium-Catalyzed Allyl-Aryl Cooupling between Allylic Acetates and Arylboronic Acids.2010

    • Author(s)
      槇田祐輔
    • Organizer
      24th International Conference on Organometallic Chemistry
    • Place of Presentation
      Taipei, Taiwan
    • Related Report
      2010 Annual Research Report
  • [Presentation] Synthesis of Chiral Allylsilanes by Palladium-Catalyzed Allyl-Aryl Coupiing.2010

    • Author(s)
      Dong Li
    • Organizer
      22nd International Symposium on Chirality 2010
    • Place of Presentation
      北海道大学(札幌)
    • Related Report
      2010 Annual Research Report
  • [Presentation] 銅触媒によるリン酸アリル類とアリールホウ酸エステルのγ位選択的立体特異的カップリング反応2010

    • Author(s)
      横川夏海
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学(東大阪市)
    • Related Report
      2009 Annual Research Report
  • [Presentation] 銅触媒によるリン酸アリル類とアルキルホウ素反応剤のγ位選択的カップリング反応2010

    • Author(s)
      横堀海
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学(東大阪市)
    • Related Report
      2009 Annual Research Report
  • [Presentation] パラジウム触媒による酢酸アリル類とアリールホウ酸のγ位選択的カップリングの反応機構2010

    • Author(s)
      槇田祐輔
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学(東大阪市)
    • Related Report
      2009 Annual Research Report
  • [Presentation] パラジウム触媒によるγ位選択的立体特異的アリル-アリールカップリングを用いたgem-ジアリールアルカンの合成2010

    • Author(s)
      李棟
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学(東大阪市)
    • Related Report
      2009 Annual Research Report
  • [Presentation] パラジウム触媒によるギ酸プロパルギルエステルの加水素分解反応:配位子制御によるアレーンとアルキンの選択的合成2010

    • Author(s)
      楊明瑜
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学(東大阪市)
    • Related Report
      2009 Annual Research Report
  • [Presentation] 銅(I)触媒によるアルケンの分子内ヒドロアミノ化学反応を用いたヒドロキシ置換ピロリジンおよびピペリジン誘導体の合成2010

    • Author(s)
      吉田美香
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学(東大阪市)
    • Related Report
      2009 Annual Research Report
  • [Presentation] New Concept of Allylic Regiocontrol2009

    • Author(s)
      Masaya Sawamura
    • Organizer
      Special Lecture at National Taiwan University
    • Place of Presentation
      Taipei, Taiwan
    • Year and Date
      2009-12-11
    • Related Report
      2011 Final Research Report
  • [Presentation] A New Concept of Allylic Regiocontrol2009

    • Author(s)
      Masaya Sawamura
    • Organizer
      Special Lecture at National Taiwan University
    • Place of Presentation
      National Taiwan University(Taipei, Taiwan)
    • Year and Date
      2009-12-11
    • Related Report
      2009 Annual Research Report
  • [Presentation] A New Concept of Allylic Regiocontrol2009

    • Author(s)
      Masaya Sawamura
    • Organizer
      Special Lecture at National Ching Hua University
    • Place of Presentation
      Hsingchu, Taiwan
    • Year and Date
      2009-12-09
    • Related Report
      2011 Final Research Report
  • [Presentation] A New Concept of Allylic Regiocontrol2009

    • Author(s)
      Masaya Sawamura
    • Organizer
      Special Lecture at National Ching Hua University
    • Place of Presentation
      Natioal Ching Hua University(Hsingchu, Taiwan)
    • Year and Date
      2009-12-09
    • Related Report
      2009 Annual Research Report
  • [Presentation] Regio-Controlled Transition Metal Catalysis on Allylic Systems and Aromatic Rings2009

    • Author(s)
      Masaya Sawamura
    • Organizer
      Special Lecture at Indian Associ ation for the Cultivation of Science
    • Place of Presentation
      Kolkata, India
    • Year and Date
      2009-06-27
    • Related Report
      2011 Final Research Report
  • [Presentation] Regio-Controlled Transition Metal Catalysis on Allylic Systems and Aromatic Rings2009

    • Author(s)
      Masaya Sawamura
    • Organizer
      Special Lecture at Indian Association for the Cultivation of Science
    • Place of Presentation
      Koltaka, India
    • Year and Date
      2009-06-27
    • Related Report
      2009 Annual Research Report
  • [Presentation] アリルアルコール誘導体のγ位選択の置換反応2009

    • Author(s)
      澤村正也
    • Organizer
      有機合成化学協会東北支部「春の講演会」
    • Place of Presentation
      宮城県仙台市
    • Year and Date
      2009-05-30
    • Related Report
      2011 Final Research Report
  • [Presentation] アリルアルコール誘導体のγ位選択的置換反応2009

    • Author(s)
      澤村正也
    • Organizer
      有機合成化学協会東北支部 春の講演会2009
    • Place of Presentation
      東北大学(仙台市)
    • Year and Date
      2009-05-30
    • Related Report
      2009 Annual Research Report
  • [Presentation] パラジウム触媒による(C)選択的及び立体特異的アリルーアリールカップリング反応2009

    • Author(s)
      大宮寛久,槇田祐輔,李棟,田辺正人,澤村正也
    • Organizer
      第96回有機合成シンポジウム
    • Place of Presentation
      東京都新宿区
    • Related Report
      2011 Final Research Report
  • [Presentation] パラジウム触媒によるアリルエステル類とアリールホウ酸のγ位選択的および立体特異的アリル-アリールカップリング反応2009

    • Author(s)
      大宮寛久,槇田祐輔,田辺正人,李棟,澤村正也
    • Organizer
      第56回有機金属化学討論会
    • Place of Presentation
      京都市
    • Related Report
      2011 Final Research Report
  • [Presentation] パラジウム触媒によるγ選択的立体特異的アリル-アリールカップリング2009

    • Author(s)
      澤村正也
    • Organizer
      プロセス化学を指向する精密有機合成化学
    • Place of Presentation
      京都市
    • Related Report
      2011 Final Research Report
  • [Presentation] パラジウム触媒によるγ選択的立体特異的アリル-アリールカップリング2009

    • Author(s)
      澤村正也
    • Organizer
      プロセス化学を指向する精密有機合成化学
    • Place of Presentation
      京都テルサ(京都市)
    • Related Report
      2009 Annual Research Report
  • [Presentation] Palladium-Catalyzed γ-Selective and Stereospecific Allyl-Aryl Coupling between Allylic Esters and Arylboronic Acids2009

    • Author(s)
      Hirohisa Ohmiya
    • Organizer
      第56回有磯金属化学討論会
    • Place of Presentation
      同志社大学(京都市)
    • Related Report
      2009 Annual Research Report
  • [Presentation] Palladium-Catalyzed γ-Selective and Stereospecific Allyl-Aryl Coupling between Allylic Esters and Arylboronic Acids2009

    • Author(s)
      Yusuke Makida
    • Organizer
      International Symposium on Relations between Homogeneous and Heterogeneous Catalysis XIV
    • Place of Presentation
      Stockholm, Sweden
    • Related Report
      2009 Annual Research Report
  • [Presentation] パラジウム触媒によるγ選択的および立体特異的アリル-アリールカップリング反応2009

    • Author(s)
      大宮寛久
    • Organizer
      第96回有機合成シンポジウム
    • Place of Presentation
      早稲田大学(東京都)
    • Related Report
      2009 Annual Research Report
  • [Presentation] Synthesis of gem-Diarylalkanes by Palladium-Catalyzed γ-Selective and Stereospecific Allyl-Aryl Coupling between Cinnamyl Alcohol Derivatives and Arylboronic Acids2009

    • Author(s)
      Dong Li
    • Organizer
      The 11^<th> International Kyoto Conference on New Aspects of Organic Chemistry
    • Place of Presentation
      リーガロイヤルホテル京都(京都市)
    • Related Report
      2009 Annual Research Report
  • [Presentation] Selective Synthesis of Alkynes by Ligand-Controlled, Palladium-Catalyzed Decarboxylative Hydrogenolysis of Propargylic Formates2009

    • Author(s)
      Mingyu Yang
    • Organizer
      The 11^<th> International Kyoto Conference on New Aspects of Organic Chemistry
    • Place of Presentation
      リーガロイヤルホテル京都(京都市)
    • Related Report
      2009 Annual Research Report
  • [Book] γ位選択的アリルーアリール結合生成反応、使える!有機合成反応241実践ガイド2010

    • Author(s)
      澤村正也
    • Publisher
      丸岡啓二,野崎京子,石井康敬,大寺純蔵,富岡清編著,化学同人
    • Related Report
      2011 Final Research Report
  • [Book] γ位選択的ボリル化反応、使える!有機合成反応241実践ガイド2010

    • Author(s)
      澤村正也,伊藤肇
    • Publisher
      丸岡啓二,野崎京子,石井康敬,大寺純蔵,富岡清編著,化学同人
    • Related Report
      2011 Final Research Report
  • [Remarks]

    • URL

      http://wwwchem.sci.hokudai.ac.jp/~orgmet/

    • Related Report
      2011 Final Research Report
  • [Remarks]

    • URL

      http://barato.sci.hokudai.ac.jp/~orgmet/naiyou09.html

    • Related Report
      2009 Annual Research Report

URL: 

Published: 2009-04-01   Modified: 2016-04-21  

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