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2009 Fiscal Year Final Research Report

Development of novel synthesis reactions based on radicals

Research Project

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Project/Area Number 19590005
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionHyogo University of Health Sciences

Principal Investigator

MIYABE Hideto  Hyogo University of Health Sciences, 薬学部, 教授 (10289035)

Co-Investigator(Kenkyū-buntansha) KOHTANI Shigeru  兵庫医療大学, 薬学部, 講師 (00242529)
Project Period (FY) 2007 – 2009
Keywordsラジカル
Research Abstract

Strategies involving cascade process offer the advantage of multiple carbon-carbon bond formations in a single operation. At first, we developed the radical cascade reaction of substrates having two different radical acceptors. Additionally, cascade reaction involving hydroxylation with molecular oxygen was also developed. Next, several reactions using catalysts were investigated. From the standpoint of sustainable chemistry, these developed catalyst-mediated reactions would be desirable tools for preparing organic compounds.

  • Research Products

    (35 results)

All 2009 2008 2007 Other

All Journal Article (18 results) (of which Peer Reviewed: 18 results) Presentation (16 results) Remarks (1 results)

  • [Journal Article] Enantioselective Radical Cyclization for the Synthesis of Cyclic Compounds2009

    • Author(s)
      Eito Yoshioka, Shigeru Kohtani, Hideto Miyabe
    • Journal Title

      Heterocycles 79(1)

      Pages: 229-242

    • Peer Reviewed
  • [Journal Article] Aerobic Hydroxylation of N-Borylenamine : Triethylborane-mediated Hydroxyalkylation of α,β-Unsaturated Oxime Ether2009

    • Author(s)
      Masafumi Ueda, Hideto Miyabe, Takahiro Kimura, Eiko Kondoh, Takeaki Naito, Okiko Miyata
    • Journal Title

      Org, Lett. 11(20)

      Pages: 4632-4635

    • Peer Reviewed
  • [Journal Article] Synthesis of Chiral Oxime Ethers Based on Regio- and Enantioselective Allylic Substitution Catalyzed by Iridium-Pybox Complex2009

    • Author(s)
      Hideto Miyabe, Akira Matsumura, Kazumasa Yoshida, Yoshiji Takemoto
    • Journal Title

      Tetrahedron 65(23)

      Pages: 4464-4470

    • Peer Reviewed
  • [Journal Article] Synthesis of Carbon Radical Addition to N-Sulfonylimines Mediated by Triethylborane or Zinc2009

    • Author(s)
      Masafumi Ueda, Hideto Miyabe, Okiko Miyata, Takeaki Naito
    • Journal Title

      Tetrahedron 65(7)

      Pages: 1321-1326

    • Peer Reviewed
  • [Journal Article] Intermolecular Carbon Radical Addition to Cyclic Nitrone2009

    • Author(s)
      Masafumi Ueda, Hideto Miyabe, Nami Nonoguchi, Okiko Miyata, Osamu Tamura, Takeaki Naito
    • Journal Title

      Heterocycles 79(1)

      Pages: 739-751

    • Peer Reviewed
  • [Journal Article] Asymmetric Synthesis of 4-Substituted 2,6-Dioxopiperidine-3-carbonitrile by Using Thiourea-Catalyzed Asymmetric Michael Addition2009

    • Author(s)
      Tsubasa Inokuma, Yuuki Nagamoto, Shota Sakamoto, Hideto Miyabe, Kiyosei Takasu, Yoshiji Takemoto
    • Journal Title

      Heterocycles 79(1)

      Pages: 565-571

    • Peer Reviewed
  • [Journal Article] Palladium or Iridium-Catalyzed Allylic Substitution of Guanidines : Convenient and Direct Modification of Guanidines2009

    • Author(s)
      Hideto Miyabe, Kazumasa Yoshida, Valluru Krishna Reddy, Yoshiji Takemoto
    • Journal Title

      J.Org.Chem. 74(1)

      Pages: 305-311

    • Peer Reviewed
  • [Journal Article] Loading Effects of Silver Oxides Upon Generation of Reactive Oxygen Species in Semiconductor Photocatalysis2008

    • Author(s)
      Shigeru Kohtani, Kazuhiro Yoshida, Toshiyasu Maekawa, Akihide Iwase, Akihiko Kudo, Hideto Miyabe, Ryoichi Nakagaki
    • Journal Title

      Phys.Chem.Chem.Phys. 10(20)

      Pages: 2986-2992

    • Peer Reviewed
  • [Journal Article] RegioselectiveHydroxysulfenylation of α,β-Unsaturated Imines : Enhanced Stability of an Intermediate Radical2008

    • Author(s)
      Masafumi Ueda, Hideto Miyabe, Hidenori Shimizu, Hisako Sugino, Okiko Miyata, Takeaki Naito
    • Journal Title

      Angew.Chem., Int.Ed 47(30)

      Pages: 5600-5604

    • Peer Reviewed
  • [Journal Article] Enantioselective Synthesis of [1,2]-Oxazinone Scaffolds and [1,2]-Oxazine Core Structures of FR9004822008

    • Author(s)
      Valluru Krishna Reddy, Hideto Miyabe, Masashige Yamauchi, Yoshiji Takemoto
    • Journal Title

      Tetrahedron 64(6)

      Pages: 1040-1048

    • Peer Reviewed
  • [Journal Article] Discovery and Application of Asymmetric Reaction by Multi-Functional Thioureas2008

    • Author(s)
      Hideto Miyabe, Yoshiji Takemoto
    • Journal Title

      Bull.Chem.Soc.Jpn. 81(7)

      Pages: 785-795

    • Peer Reviewed
  • [Journal Article] Gold-Catalyzed Cyclization Reaction of Alkynyl tert-Butylcarbamates2007

    • Author(s)
      Hideto Miyabe, Yuichi Sami, Takeaki Naito, Yoshiji Takemoto
    • Journal Title

      Heterocycles 73(1)

      Pages: 187-190

    • Peer Reviewed
  • [Journal Article] Chiral-Thiourea-Catalyzed Direct Mannich Reactions2007

    • Author(s)
      Yousuke Yamaoka, Hideto Miyabe, Yoshizumi Yasui, Yoshiji Takemoto
    • Journal Title

      Synthesis 16

      Pages: 2571-2575

    • Peer Reviewed
  • [Journal Article] One-PotAmidation of Olefins through Pd-Catalyzed Coupling of Alkylboranes and Carbamoyl Chlorides2007

    • Author(s)
      Yoshizumi Yasui, Sayo Tuchida, Hideto Miyabe, Yoshiji Takemoto
    • Journal Title

      J.Org.Chem. 72(15)

      Pages: 5898-5900

    • Peer Reviewed
  • [Journal Article] Enantioselective Cascade Radical Addition-Cyclization of Oxime Ethers2007

    • Author(s)
      Hideto Miyabe, Akira Toyoda, Yoshiji Takemoto
    • Journal Title

      Synlett 12

      Pages: 1885-1888

    • Peer Reviewed
  • [Journal Article] Catalytic Enantioselective Petasis-Type Reaction of Quinolines Catalyzed by a Newly Designed Thiourea Catalyst2007

    • Author(s)
      Yousuke Yamaoka, Hideto Miyabe, Yoshiji Takemoto
    • Journal Title

      J.Am.Chem.Soc. 129(21)

      Pages: 6686-6687

    • Peer Reviewed
  • [Journal Article] Enantioselective Radical Cyclizations : A New Approach to Stereocontrol of Cascade Reactions2007

    • Author(s)
      Hideto Miyabe, Yoshiji Takemoto,
    • Journal Title

      Chem.Eur.J. 13(26)

      Pages: 7280-7286

    • Peer Reviewed
  • [Journal Article] The Amino Thiourea-Catalyzed Asymmetric Nucleophilic Reactions.2007

    • Author(s)
      Yoshiji Takemoto, Hideto Miyabe
    • Journal Title

      Chimia 61(5)

      Pages: 269-275

    • Peer Reviewed
  • [Presentation] ベンザインからのo-二置換ベンゼン類の合成2009

    • Author(s)
      吉岡英斗、甲谷繁、宮部豪人
    • Organizer
      第35回反応と合成の進歩シンポジウム
    • Place of Presentation
      金沢
    • Year and Date
      20091116-20091117
  • [Presentation] 酸化チタンによる芳香族ケトンからアルコールへの高効率還元反応2009

    • Author(s)
      甲谷繁、吉岡英斗、宮部豪人
    • Organizer
      2009年光化学討論会
    • Place of Presentation
      桐生
    • Year and Date
      20090916-20090918
  • [Presentation] ベンザインを利用したベンゾオキセテン類の形成と反応2009

    • Author(s)
      吉岡英斗、甲谷繁、宮部豪人
    • Organizer
      日本薬学会第129年会
    • Place of Presentation
      京都
    • Year and Date
      20090326-20090328
  • [Presentation] 酸化チタンによる芳香族ケトン類の光触媒的還元反応(第一報)2009

    • Author(s)
      甲谷繁、吉岡英斗、宮部豪人
    • Organizer
      日本薬学会第129年会
    • Place of Presentation
      京都
    • Year and Date
      20090326-20090328
  • [Presentation] アルキニルオキシムエーテル類への位置および立体選択的共役付加反応2009

    • Author(s)
      上田昌史、赤羽昌明、香川真理子、宮田興子、内藤猛章、宮部豪人、松原浩
    • Organizer
      日本薬学会第129年会
    • Place of Presentation
      京都
    • Year and Date
      20090326-20090328
  • [Presentation] アルキニルオキシムエーテル類の銀触媒閉環反応によるイソキサゾール合成2009

    • Author(s)
      上田昌史、佐藤あおい、宮部豪人、内藤猛章、宮田興子
    • Organizer
      第59回日本薬学会近畿支部総会大会
    • Place of Presentation
      東大阪
    • Year and Date
      2009-10-24
  • [Presentation] 酸化チタンによる芳香族ケトン類の光触媒的還元反応(第二報)2009

    • Author(s)
      甲谷繁、吉岡英斗、宮部豪人
    • Organizer
      第59回日本薬学会近畿支部総会大会
    • Place of Presentation
      東大阪
    • Year and Date
      2009-10-24
  • [Presentation] Enantioselective Cascade Radical Iodoperfluoroalkylation Reactions2009

    • Author(s)
      Eito Yoshioka, Kentefu, Shigeru Kohtani, Hideto Miyabe
    • Organizer
      第59回日本薬学会近畿支部総会大会
    • Place of Presentation
      東大阪
    • Year and Date
      2009-10-24
  • [Presentation] ベンザインを利用したベンゾオキセテン類の形成とo-二置換ベンゼン類への変換2009

    • Author(s)
      吉岡英斗、甲谷繁、宮部豪人
    • Organizer
      第59回日本薬学会近畿支部総会大会
    • Place of Presentation
      東大阪
    • Year and Date
      2009-10-24
  • [Presentation] 炭素ラジカル付加反応を用いたPenmacric acid類の全合成2008

    • Author(s)
      上田昌史、宮部豪人、中尾大、小野彩子、宮田興子、内藤猛章
    • Organizer
      第38回複素環化学討論会
    • Place of Presentation
      福山
    • Year and Date
      20081121-20081123
  • [Presentation] 光触媒からの活性酸素発生に対する酸化銀種の担持効果2008

    • Author(s)
      甲谷繁、吉田宗弘、前川敏康、岩瀬顕秀、工藤昭彦、宮部豪人、中谷良
    • Organizer
      日本薬学会第128年会
    • Place of Presentation
      横浜
    • Year and Date
      20080326-20080328
  • [Presentation] 共役イミン類への求電子的な炭素ラジカル付加反応の開発研究2008

    • Author(s)
      上田昌史、岩定絵里、宮田興子、内藤猛章、宮部豪人
    • Organizer
      日本薬学会第128年会
    • Place of Presentation
      横浜
    • Year and Date
      20080326-20080328
  • [Presentation] 新規な可視光応答型光触媒の化学的特性2008

    • Author(s)
      甲谷繁、吉岡英斗、工藤昭彦、宮部豪人
    • Organizer
      日本防菌防黴学会2008年度若手の会
    • Place of Presentation
      神戸
    • Year and Date
      2008-11-29
  • [Presentation] 共役オキシムエーテル類への位置選択的ラジカル付加反応:水酸基導入反応への展開2008

    • Author(s)
      上田昌史、木村隆浩、宮田興子、内藤猛章、宮部豪人
    • Organizer
      第58回日本薬学会近畿支部総会大会
    • Place of Presentation
      神戸
    • Year and Date
      2008-10-25
  • [Presentation] 多機能性チオウレア触媒を用いたキノリン類の不斉ペタシスボロン酸-マンニッヒ反応2007

    • Author(s)
      山岡庸介、宮部豪人、竹本佳司
    • Organizer
      第27回有機合成若手セミナー
    • Place of Presentation
      京都
    • Year and Date
      2007-11-15
  • [Presentation] イミン類のα位炭素ラジカルの化学:共役イミン類のHydroxysulfenylation反応2007

    • Author(s)
      上田昌史、清水秀憲、宮田興子、内藤猛章、宮部豪人
    • Organizer
      第57回日本薬学会近畿支部総会大会
    • Place of Presentation
      高槻
    • Year and Date
      2007-10-27
  • [Remarks] ホームページ等

    • URL

      http://www2.huhs.ac.jp/~h070012h/

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Published: 2012-01-26   Modified: 2016-04-21  

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