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Development of Novel Chiral DMAP by Multicomponent Reactions

Research Project

Project/Area Number 21850020
Research Category

Grant-in-Aid for Research Activity Start-up

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

Principal Investigator

MANDAI Hiroki  Okayama University, 大学院・自然科学研究科, 助教 (60534427)

Project Period (FY) 2009 – 2010
Project Status Completed (Fiscal Year 2010)
Budget Amount *help
¥2,665,000 (Direct Cost: ¥2,050,000、Indirect Cost: ¥615,000)
Fiscal Year 2010: ¥1,287,000 (Direct Cost: ¥990,000、Indirect Cost: ¥297,000)
Fiscal Year 2009: ¥1,378,000 (Direct Cost: ¥1,060,000、Indirect Cost: ¥318,000)
Keywords多成分連結反応 / 不斉求核触媒 / DMAP / 不斉触媒 / Petasis反応 / Ugi反応 / 不斉アシル化触媒 / 速度論的光学分割 / 有機触媒 / キラルDMAP
Research Abstract

Diastereoselective Petasis reaction of 4-(dimethylamino)-2-pyridinecarbaldehyde was examined by using chiral amine. Diastereoselectivity was slightly observed. On the other hand, the Ugi reactions of 4-(dimethylamino)-3-pyridinecarbaldehydes with DMAP-based aldehyde, α-amino acid, and isocyanide, affording desired chiral DMAP catalyst with high diastereoselectivities. The kinetic resolution of secondary alcohols using thus obtained chiral DMAP is also examined.

Report

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

    (6 results)

All 2010 2009

All Journal Article (2 results) (of which Peer Reviewed: 2 results) Presentation (4 results)

  • [Journal Article] An improved protocol for Petasis reaction of 2-pyridinecarbaldehydes2010

    • Author(s)
      萬代大樹, 室田鏡太, 酒井貴志
    • Journal Title

      Tetrahedron Letters 51巻

      Pages: 4779-4782

    • Related Report
      2010 Final Research Report
    • Peer Reviewed
  • [Journal Article] An improved protocol for Petasis reaction of 2-pyridinecarbaldehydes2010

    • Author(s)
      Hiroki Mandai
    • Journal Title

      Tetrahedron Letters

      Volume: 51 Pages: 4779-4782

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] 芳香族アルデヒドを用いるペタシス-ボロン酸マンニッヒ反応の開発2010

    • Author(s)
      萬代大樹, 室田鏡太, 酒井貴志
    • 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
    • Year and Date
      2010-03-28
    • Related Report
      2010 Final Research Report
  • [Presentation] 芳香族アルデヒドを用いるペタシスボロン酸マンニッヒ反応の開発2010

    • Author(s)
      萬代大樹
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      近畿大学, 東大阪市
    • Year and Date
      2010-03-28
    • Related Report
      2009 Annual Research Report
  • [Presentation] 芳香族アルデヒドを用いるペタシスボロン酸マンニッヒ反応の開発2009

    • Author(s)
      萬代大樹, 室田鏡太, 酒井貴志
    • Organizer
      第36回有機典型元素化学討論会
    • Place of Presentation
      とりぎん文化会館
    • Year and Date
      2009-12-11
    • Related Report
      2010 Final Research Report
  • [Presentation] 芳香族アルデヒドを用いるペタシスポロン酸マンニッヒ反応の開発2009

    • Author(s)
      萬代大樹
    • Organizer
      第36回典型元素化学討論会
    • Place of Presentation
      とりぎん文化会館, 鳥取市
    • Year and Date
      2009-12-11
    • Related Report
      2009 Annual Research Report

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

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