Enantioselective synthesis of a GPR40 agonist AMG 837 via catalytic asymmetric conjugate addition of terminal alkyne to α,β-unsaturated thioamide

Ryo Yazaki, Naoya Kumagai, Masakatsu Shibasaki

研究成果: ジャーナルへの寄稿記事

37 引用 (Scopus)

抄録

A concise enantioselective synthetic route to a potent GPR40 agonist AMG 837 is described. The crucial catalytic asymmetric conjugate addition of terminal alkyne was promoted by a soft Lewis acid/hard Brønsted base cooperative catalyst, allowing efficient construction of the requisite stereogenic center. The thioamide functional group is key to both activation in asymmetric alkynylation and facile transformation into carboxylic acid.(Figure Presented)

元の言語英語
ページ(範囲)952-955
ページ数4
ジャーナルOrganic Letters
13
発行部数5
DOI
出版物ステータス出版済み - 3 4 2011

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Thioamides
Lewis Acids
Alkynes
alkynes
Carboxylic Acids
carboxylic acids
Functional groups
Chemical activation
routes
activation
catalysts
acids
Catalysts
synthesis
AMG 837

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

これを引用

Enantioselective synthesis of a GPR40 agonist AMG 837 via catalytic asymmetric conjugate addition of terminal alkyne to α,β-unsaturated thioamide. / Yazaki, Ryo; Kumagai, Naoya; Shibasaki, Masakatsu.

:: Organic Letters, 巻 13, 番号 5, 04.03.2011, p. 952-955.

研究成果: ジャーナルへの寄稿記事

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