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Asymmetric C-H oxidation with a designed self-assembling catalyst

Research Project

Project/Area Number 26670006
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Chemical pharmacy
Research InstitutionUniversity of Shizuoka

Principal Investigator

Hamashima Yoshitaka  静岡県立大学, 薬学部, 教授 (40333900)

Project Period (FY) 2014-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000)
Fiscal Year 2015: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2014: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
Keywords酸化 / 不斉合成 / イオン対 / マンガン / ラクトン / 位置選択性 / 鉄 / 過酸化水素 / C-H結合
Outline of Final Research Achievements

In this project, we planned to use a concept of chiral ion-pairing to construct unique chiral environment around an oxidation catalyst toward the development of selective C-H oxidation transformations. First, iron or manganese-N5 complexes having chiral counter anions such as chiral phosphates and sulfonates were synthesized. Probably due to slow exchange rate of the counter anion, oxidation was retarded considerably. In contrast, CH oxidation proceeded in using a N4 ligand. When alkane with a carboxylic acid as a directing group was employed, the oxidation occurred at the benzylic position in good yield, affording the corresponding lactones with moderate enantioselectivity.

Report

(3 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • Research Products

    (2 results)

All 2015 Other

All Presentation (1 results) Remarks (1 results)

  • [Presentation] キラル金属触媒を用いた酸化的不斉ラクトン化反応の開発2015

    • Author(s)
      太田裕也、江上寛通、川戸勇士、濱島義隆
    • Organizer
      第32回有機合成化学セミナー
    • Place of Presentation
      湯河原
    • Year and Date
      2015-09-15
    • Related Report
      2015 Annual Research Report
  • [Remarks] 静岡県立大学薬学部医薬品創製化学分野

    • URL

      http://w3pharm.u-shizuoka-ken.ac.jp/lsocus/publication.html

    • Related Report
      2015 Annual Research Report

URL: 

Published: 2014-04-04   Modified: 2017-05-10  

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