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2012 Fiscal Year Final Research Report

Development of Asymmetric Catalysis by Transition Metal Complexes with C-N Bond Axial Chirality

Research Project

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Project/Area Number 22750082
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionChiba University

Principal Investigator

MINO Takashi  千葉大学, 大学院・工学研究科, 准教授 (40302533)

Project Period (FY) 2010 – 2012
Keywords不斉配位子 / 有機化学 / 不斉合成
Research Abstract

We report here the synthesis of C-N bond atropisomers of N-indole type phosphine ligandand acyclic amines. We also report their application as the chiral ligands for suchcatalytic asymmetric reactions as a palladium-catalyzed asymmetric allylic alkylationof malonate. And more, we report the palladium-catalyzed asymmetric allylic alkylationof indoles with 1,3-diphenyl-2-propenyl acetate using C-N bond axially chiral phosphineligands in good yields with moderate to high enantioselectivities.

  • Research Products

    (13 results)

All 2013 2012 2011 2010 Other

All Journal Article (3 results) (of which Peer Reviewed: 3 results) Presentation (9 results) Remarks (1 results)

  • [Journal Article] Palladium-catalyzed asymmetric allylic alkylation ofindoles by C-N bond axially chiralphosphine ligands2013

    • Author(s)
      Takashi Mino, Miho Ishikawa, Kenji Nishikawa, Kazuya Wakui, Masami Sakamoto
    • Journal Title

      Tetrahedron:Asymm.

      Volume: Vol. 24(印刷中)

    • DOI

      DOI:10.1016/j.tetasy.2013.03.008

    • Peer Reviewed
  • [Journal Article] Atropisomerism at C-N Bonds of Acyclic Amines: Synthesis and Application to Palladium-Catalyzed Asymmetric Allylic Alkylations2011

    • Author(s)
      Takashi Mino, Haruka Yamada, ShingoKomatsu, Mizuki Kasai, Masami Sakamoto, and Tsutomu Fujita
    • Journal Title

      Eur. J. Org. Chem

      Pages: 4540-4542

    • DOI

      DOI:10.1002/ejoc.201100769

    • Peer Reviewed
  • [Journal Article] N-Arylindole-derived C-N bond axially chiral phosphine ligands: Synthesis and application in palladium-catalyzed asymmetric allylic alkylation2010

    • Author(s)
      Takashi Mino, Shingo Komatsu, Kazuya Wakui, Haruka Yamada, Hiroaki Saotome, Masami Sakamoto, and Tsutomu Fujita
    • Journal Title

      Tetrahedron: Asymm

      Volume: Vol. 21 Pages: 711-718

    • DOI

      DOI:10.1016/j.tetasy.2010.03.039

    • Peer Reviewed
  • [Presentation] 軸不斉キラルアミノホスフィンの合成とパラジウム触媒を用いた不斉アリル位アルキル化反応への応用2013

    • Author(s)
      三野孝・浅川源・山田遥・坂本昌巳
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学(滋賀)
    • Year and Date
      2013-03-24
  • [Presentation] インドール骨格を有するC-N軸不斉配位子を用いたパラジウム触媒によるインドール類の不斉アリル位アルキル化反応2013

    • Author(s)
      三野孝・石川美穂・西川健士・坂本昌巳
    • Organizer
      日本化学会第93春季年会
    • Place of Presentation
      立命館大学(滋賀)
    • Year and Date
      2013-03-22
  • [Presentation] 軸不斉化合物の合成と触媒的不斉反応への利用2013

    • Author(s)
      三野孝
    • Organizer
      第1回千葉大学キラリティーネットワーク研究会講演会
    • Place of Presentation
      千葉大学(千葉)
    • Year and Date
      2013-03-05
  • [Presentation] C-N軸不斉配位子を用いたパラジウム触媒によるインドール類の不斉アリル位アルキル化反応への応用2012

    • Author(s)
      三野孝・石川美穂・西川健士・笠井瑞起・坂本昌巳・藤田力
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      慶応大学(神奈川)
    • Year and Date
      2012-03-27
  • [Presentation] Acyclic chiral amines: Synthesis and application to palladium-catalyzed asymmetric allylic alkylation2011

    • Author(s)
      Takashi Mino, Haruka Yamada, Shingo Komatsu, Mizuki Kasai, Masami Sakamoto,and Tsutomu Fujita
    • Organizer
      242nd ACS National Meeting & Exposition
    • Place of Presentation
      デンバー(米国)
    • Year and Date
      2011-08-31
  • [Presentation] Design of chiral ligands with axially chiral C-N bonds for palladium catalyzed asymmetric reaction2010

    • Author(s)
      Takashi Mino, Haruka Yamada, Kazuya Wakui, Masami Sakamoto, and Tsutomu Fujita
    • Organizer
      2010 環太平洋国際化学会議
    • Place of Presentation
      ホノルル(米国)
    • Year and Date
      2010-12-17
  • [Presentation] N-Aryl Indole-Derived Chiral Phosphines for Palladium Catalyzed Asymmetric Reactions2010

    • Author(s)
      Takashi Mino, Haruka Yamada, Shingo Komatsu, Kazuya Wakui, Masami Sakamoto,and Tsutomu Fujita
    • Organizer
      5rd International Conference on Cutting-Edge Organic Chemistry in Asia
    • Place of Presentation
      新竹(台湾)
    • Year and Date
      2010-11-09
  • [Presentation] 炭素-窒素軸不斉を有するアミノホスフィンの合成と不斉配位子としての利用2010

    • Author(s)
      三野孝
    • Organizer
      2010年度若手研究者のためのセミナー
    • Place of Presentation
      千葉大学(千葉)
    • Year and Date
      2010-09-25
  • [Presentation] N-アリールインドール骨格を有するキラルホスフィンを用いたパラジウム触媒による不斉アリル位アルキル化反応2010

    • Author(s)
      山田遥・三野孝・小松伸吾・涌井和也・坂本昌巳・藤田力
    • Organizer
      第57回有機金属化学討論会
    • Place of Presentation
      中央大学(東京)
    • Year and Date
      2010-09-16
  • [Remarks]

    • URL

      http://chem.tf.chiba-u.jp/gacb06/nonframe_top.html

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Published: 2014-08-29   Modified: 2015-09-28  

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