• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

The formation of chiral radical reaction field near a metal center: the synthesis of sterically congested chiral aminoacids and azaspirocyles

Research Project

Project/Area Number 16K13995
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Synthetic chemistry
Research InstitutionYamaguchi University

Principal Investigator

Nishikata Takashi  山口大学, 大学院創成科学研究科, 准教授(テニュアトラック) (90584227)

Project Period (FY) 2016-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Fiscal Year 2017: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2016: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Keywordsアミノ化 / 銅触媒 / アンモニア / カルボニル化合物 / ラジカル / アルキル化 / 有機合成 / 触媒 / アミノ酸 / 金属触媒
Outline of Final Research Achievements

In this research, we have established the reaction amines and alpha-bromocarbonyl compounds to produce sterically congested alpha-aminoacid derivatives in the presence of a copper catalyst. Ammnonia, alkyl amines, aromatic amines, and indoles can be used for this amination reaction at room temperature. This methodology could be very useful to synthesize unnatural aminoacid derivatives. Additionally, we found that the reaction of alpha-bromocarbonyls and enamides gives 1,4-dicarbonyl compounds having formyl group. This 1,4-dicarbonyl compounds can be easily transformed to azaspirocyles, which is another purpose of this research project.

Report

(3 results)
  • 2017 Annual Research Report   Final Research Report ( PDF )
  • 2016 Research-status Report
  • Research Products

    (11 results)

All 2018 2017 Other

All Int'l Joint Research (1 results) Journal Article (3 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 3 results) Presentation (6 results) (of which Int'l Joint Research: 2 results,  Invited: 4 results) Remarks (1 results)

  • [Int'l Joint Research] University college london(英国)

    • Related Report
      2017 Annual Research Report
  • [Journal Article] Facile Synthesis of Single α-tert-Alkylated Acetaldehydes via Hydroxyalkylation of Enamide in Water Solution2018

    • Author(s)
      Yumi Murata , Takashi Nishikata
    • Journal Title

      Chemistry - A European Journal

      Volume: 24 Issue: 24 Pages: 6354-6357

    • DOI

      10.1002/chem.201801065

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Site selectivities in fluorination2018

    • Author(s)
      Syo Ishida, Tom Sheppard, Takashi Nishikata
    • Journal Title

      Tetrahedron Lett.

      Volume: 59 Issue: 27-28 Pages: 789-798

    • DOI

      10.1016/j.tet.2017.05.086

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Copper-Catalyzed Amination of Congested and Functionalized α-Bromocarboxamides with either Amines or Ammonia at Room Temperature2017

    • Author(s)
      Ishida, S.; Takeuchi, K.; Taniyama, N.; Sunada, Y.; Nishikata, T.
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 56 Issue: 38 Pages: 11610-11614

    • DOI

      10.1002/anie.201706293

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Presentation] Construction of Congested Fluorine- or Nitrogen-contained Compounds2018

    • Author(s)
      Takashi Nishikata
    • Organizer
      GIAR Start-up symposium
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] 銅触媒による第3級アルキル化反応開発と機構解明2018

    • Author(s)
      西形孝司
    • Organizer
      岡山大学若手研究者育成支援事業第1回講演会
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] エナミドへのヒドロアルキル化を鍵とする、α3級アルキル置換アセトアルデヒドの合成法開発2017

    • Author(s)
      村田祐美、宮崎弘一郎、西形孝司
    • Organizer
      日本化学会中国四国支部大会
    • Related Report
      2017 Annual Research Report
  • [Presentation] Cu/PPh3触媒システムを用いた三級アルキル-窒素結合形成による反応開発と機構解明2017

    • Author(s)
      石田頌、竹内 健太郎、谷山 暢啓、砂田 祐輔、西形孝司
    • Organizer
      日本化学会中国四国支部大会
    • Related Report
      2017 Annual Research Report
  • [Presentation] Copper catalyzed transformations of α-bromocarbonyls2017

    • Author(s)
      Takashi Nishikata
    • Organizer
      PSRC-8
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] α-臭化カルボニル化合物の銅触媒フッ素化及び塩素化反応開発2017

    • Author(s)
      西形孝司
    • Organizer
      第10回臭素化学懇話会年会
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research / Invited
  • [Remarks] http://nisikata.chem.yamaguchi-u.ac.jp/

    • Related Report
      2017 Annual Research Report

URL: 

Published: 2016-04-21   Modified: 2022-06-16  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi