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2010 Fiscal Year Final Research Report

Development of Efficient Catalytic Processes toward Functional Molecules Synthesis

Research Project

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Project/Area Number 20350045
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionNagoya University (2009-2010)
Tokyo Institute of Technology (2008)

Principal Investigator

YAMAMOTO Yoshihiko  名古屋大学, 工学研究科, 准教授 (60283412)

Project Period (FY) 2008 – 2010
Keywords多成分カップリングプロセス
Research Abstract

Novel transition-metal-catalyzed coupling processes have been developed and they have been applied to the concise syntheses of biologically active compounds. These studies include the ruthenium-catalyzed cyclizations of diynes, the copper-catalyzed hydroarylations of electron-deficient alkynes, the palladium-catalyzed alkoxycarbonylation of arylboronates, etc. and the constructions of molecular framworks of natural products and drugs have been achieved using these processes.

  • Research Products

    (20 results)

All 2012 2011 2010 2009 Other

All Journal Article (10 results) (of which Peer Reviewed: 10 results) Presentation (8 results) Remarks (2 results)

  • [Journal Article] Copper-Catalyzed Regio-and Stereoselective Conjugate Allylation of Electron-Deficient Alkynes with Allylboronates under Mild Conditions2012

    • Author(s)
      Yoshihiko Yamamoto, Satoshi Yamada, Hisao Nishiyama
    • Journal Title

      Chem. Eur. J.

      Volume: 18(11) Pages: 3153-3156

    • DOI

      DOI:10.1002/chem.201103697.

    • Peer Reviewed
  • [Journal Article] Ruthenium-catalyzed cyclization/transfer hydrogenation of 1, 6-diynes : unprecedented mode of alcohol activation via metallacyclopentatriene2011

    • Author(s)
      Ken Yamashita, Yuki Nagashima, Yoshihiko Yamamoto, Hisao Nishiyama
    • Journal Title

      Chem. Commun.

      Volume: 47(41) Pages: 11552-11554

    • DOI

      DOI:10.1039/C1CC13744A

    • Peer Reviewed
  • [Journal Article] Synthesis of 3-Arylindole-2-carboxylates via Copper-Catalyzed Hydroarylation of o-Nitrophenyl-Substituted Alkynoates and Subsequent Cadogan Cyclization2011

    • Author(s)
      Yoshihiko Yamamoto, Satoshi Yamada, Hisao Nishiyama
    • Journal Title

      Adv. Synth. Catal.

      Volume: 353(5) Pages: 701-706

    • DOI

      DOI:10.1002/adsc.201000858

    • Peer Reviewed
  • [Journal Article] Activation of a water molecule under mild conditions by ruthenacyclopentatriene : Mechanism of hydrative cyclization of diynes2011

    • Author(s)
      Yoshihiko Yamamoto, Ken Yamashita, Hisao Nishiyama
    • Journal Title

      Chem. Commun.

      Volume: 47(5) Pages: 1556-1558

    • DOI

      DOI:10.1039/C0CC04345A

    • Peer Reviewed
  • [Journal Article] Systematic Evaluation of Substituted Cyclopentadienyl Ruthenium Complexes, [(η^5-C_5Me_nH_<5-n>) RuCl(cod)], for Catalytic Cycloadditions of Diynes2010

    • Author(s)
      Yoshihiko Yamamoto, Ken Yamashita, Yu Harada
    • Journal Title

      An Asian Journal

      Volume: 5巻, 4号 Pages: 946-952

    • DOI

      DOI:10.1002/asia.200900531.

    • Peer Reviewed
  • [Journal Article] Synthesis of Organometallic Analogues of Spirocyclic C-Arylribosides2010

    • Author(s)
      Yoshihiko Yamamoto, Ken Yamashita, Mitsutaka Nakamura
    • Journal Title

      Organometallics

      Volume: 29巻, 6号 Pages: 1472-1478

    • DOI

      DOI:10.1021/om100043f

    • Peer Reviewed
  • [Journal Article] The First General and Selective Palladium(II)-Catalyzed Alkoxycarbonylation of Arylboronates : Interplay among Benzoquinone-Ligated Palladium(0) Complex, Organoboron, and Alcohol Solvent2010

    • Author(s)
      Yoshihiko Yamamoto
    • Journal Title

      Advanced Synthesis & Catalysis

      Volume: 352巻, 2-3号 Pages: 478-492

    • DOI

      DOI:10.1002/adsc.200900836

    • Peer Reviewed
  • [Journal Article] SYNTHESIS OF 4-ARYL-SUBSTITUTED BUTENOLIDES AND PENTENOLIDES BY COPPER-CATALYZED HYDROARYLATION2010

    • Author(s)
      Yoshihiko Yamamoto, Naohiro Kirai
    • Journal Title

      Heterocycles

      Volume: 80巻, 1号 Pages: 269-279

    • DOI

      DOI:10.1002/chin.201021133

    • Peer Reviewed
  • [Journal Article] Copper-Catalyzed Stereoselective Hydroarylation of 3-Aryl-2-propynenitriles with Arylboronic Acids2009

    • Author(s)
      Yoshihiko Yamamoto, Tsuyoshi Asatani, Naohiro Kirai
    • Journal Title

      Advanced Synthesis & Catalysis

      Volume: 351巻, 9号 Pages: 1243-1249

    • DOI

      DOI:10.1002/adsc.200900067

    • Peer Reviewed
  • [Journal Article] Synthesis of 2, 5-Dihydrofuran-fused Quinones from Ether-Tethered Diiododiyne2009

    • Author(s)
      Yoshihiko Yamamoto, Ryosuke Takuma, Tomitaka Hotta, and Ken Yamashita
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 74巻, 11号 Pages: 4324-4328

    • DOI

      DOI:10.1021/jo9005975

    • Peer Reviewed
  • [Presentation] ルテニウム触媒とハンチュエステルを用いたジインの水素移動型還元環化反応2012

    • Author(s)
      森翔大,山下健,山本芳彦,西山久雄
    • Organizer
      日本化学会第92回春季年会
    • Place of Presentation
      慶應大学矢上キャンパス,神奈川県
    • Year and Date
      20120300
  • [Presentation] ルテニウム触媒を用いた酸素移動型[2+2+1]環化による1, 6-ジインからのフラン新規合成法2012

    • Author(s)
      山下健,山本芳彦,西山久雄
    • Organizer
      日本化学会第92回春季年会
    • Place of Presentation
      慶應大学矢上キャンパス,神奈川県
    • Year and Date
      20120300
  • [Presentation] ルテニウム環状ビスカルベン錯体と酸素求核剤の反応性2010

    • Author(s)
      山下健,山本芳彦,西山久雄
    • Organizer
      第57回有機金属化学討論会
    • Place of Presentation
      中央大学多摩キャンパス,東京都
    • Year and Date
      20100900
  • [Presentation] 銅触媒ヒドロアリール化反応を用いる含窒素複素環化合物の合成2010

    • Author(s)
      山田諭,山本芳彦,西山久雄
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学本部キャンパス,大阪府
    • Year and Date
      20100300
  • [Presentation] 環状ルテニウムビスカルベン錯体と水の直接的反応2010

    • Author(s)
      山下健,山本芳彦,西山久雄
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学本部キャンパス,大阪府
    • Year and Date
      20100300
  • [Presentation] Improved Cp' RuCl Catalysts for[2+2+2] Cycloaddition of Alkynes2009

    • Author(s)
      Ken Yamashita, Yoshihiko Yamamoto, Hisao Nishiyama
    • Organizer
      International Symposium on Catalysis and Fine Chemicals 2009
    • Place of Presentation
      Korea University, Seoul, Korea
    • Year and Date
      20091200
  • [Presentation] Improved Ru(II) Catalysts for Alkyne[2+2+2] Cycloaddition and Expansion of Their Utility in Organic Synthesis2009

    • Author(s)
      Ken Yamashita, Yoshihiko Yamamoto, Hisao Nishiyama
    • Organizer
      The 11th International Kyoto Conference on New Aspects of Organic Chemistry
    • Place of Presentation
      Rihga Royal Hetel Kyoto, Japan
    • Year and Date
      20091100
  • [Presentation] Cp' RuCl(cod)錯体触媒における立体・電子効果の解明2009

    • Author(s)
      山下健,山本芳彦,西山久雄
    • Organizer
      第56回有機金属化学討論会
    • Place of Presentation
      同志社大学今出川キャンパス,京都府
    • Year and Date
      20090900
  • [Remarks] Naohiro Kirai, Yoshihiko Yamamoto, STEREOSELECTIVE SYNTHESIS OF 3-ARYLACRYLATES BY COPPER-CATALYZED SYN HYDROARYLATION[(E)-Methyl 3-phenyloct-2-enoate], Organic Syntheses, 87巻, 2009, 53-58.

  • [Remarks] Yoshihiko Yamamoto, Chloro[(1, 2, 5, 6-η)-1, 5-cyclooctadiene][(1, 2, 3, 4, 5-η)-1, 2, 3, 4, 5-pentamethyl-2, 4-cyclopentadien-1-yl] ruthenium, Electronic Encyclopedia of Reagents for Organic Synthesis, Wiley, 2009.

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Published: 2013-07-31  

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