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Development of a Novel Synthetic Method for Chiral NitrogenContaining Compounds under Photoirradiation

Research Project

Project/Area Number 23750107
Research Category

Grant-in-Aid for Young Scientists (B)

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

Principal Investigator

ITOH Kennosuke  信州大学, 工学部, 助教 (40467874)

Project Period (FY) 2011 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2012: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2011: ¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000)
Keywords選択的合成 / 反応 / ラジカル / 選択的合成・反応
Research Abstract

Direct functionalization of sp^3C-H bond adjuscent to nitrogen atom of tertiary amines under photoirradiation has been emerged a particularly attractive synthetic approach for nitrogen-containing compounds. We have recently developed the novel intermolecular addition of α-aminoalkyl radicals with nitrones under photoirradiation in the absence of photosensitizers to give hydroxylamine derivatives. The combined use of photosensitizers and photoirradiation works in a highly effective manner to accelerate reactions of α-aminoalkyl radical with nitrones. Several kinds of nitrones and tertiary amines have been successfully utilized under photosensitized conditions. A multifunctional chiral hybrid Lewis acid-photosensitizer catalyst has been developed and used for the reaction to give the adduct in a good yield. The enantiomeric excess of the product has not been unknown because of difficulties in determination of the optimal conditions for the separation of the enantiomers by chiral HPLC.

Report

(3 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Research-status Report
  • Research Products

    (4 results)

All 2013 2012

All Presentation (4 results)

  • [Presentation]2013

    • Author(s)
      Itoh, K.; Kato, R.; Suga, H
    • Organizer
      Proceedings of The 93th CSJ Annual Meeting
    • Place of Presentation
      滋賀
    • Year and Date
      2013-03-22
    • Related Report
      2012 Final Research Report
  • [Presentation] 光誘起電子移動条件下における α-アミノアルキルラジカルのニトロンに対する 1,2-付加反応2013

    • Author(s)
      加藤諒,伊藤謙之介
    • Organizer
      日本化学会第 93 春季年会
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス
    • Related Report
      2012 Annual Research Report
  • [Presentation]2012

    • Author(s)
      Itoh, K.; Kato, R.; Suga, H
    • Organizer
      Proceedings of The 11th International Symposium on Advanced Technology (ISAT-Special)
    • Place of Presentation
      東京
    • Year and Date
      2012-10-30
    • Related Report
      2012 Final Research Report
  • [Presentation] Development of a Novel Synthetic Method for Nitrogen-Containing Compounds under Photoirradiation2012

    • Author(s)
      伊藤謙之介
    • Organizer
      The 11th International Symposium on Advanced Technology (ISAT-Special)
    • Place of Presentation
      工学院大学
    • Related Report
      2012 Annual Research Report

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Published: 2011-08-05   Modified: 2019-07-29  

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