4.5 Article

Novel Aza-Michael Addition-Asymmetric Protonation to α,β-Unsaturated Carboxylic Acids with Chiral Thiourea-Boronic Acid Hybrid Catalysts

期刊

ASIAN JOURNAL OF ORGANIC CHEMISTRY
卷 10, 期 5, 页码 1097-1101

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202100145

关键词

alpha,beta-unsaturated carboxylic acid; aza-Michael addition; asymmetric protonation; beta(2)-amino acid; total synthesis

资金

  1. JSPS KAKENHI [16H06384]
  2. Platform Project for Supporting Drug Discovery and Life Science Research (Basis for Supporting Innovative Drug Discovery and Life Science Research (BINDS)) from AMED [JP19am0101092j0003]

向作者/读者索取更多资源

A novel method has been developed in this study for controlling carbonyl alpha-chirality and functionalizing beta-position through the conjugate addition-asymmetric protonation (CAAP) of alpha,beta-unsaturated carboxylic acids using chiral thiourea-amino boronic acid hybrid catalysts. This method is also applied in the asymmetric synthesis of biologically active compounds.
Novel aza-michael addition-asymmetric protonation to unsaturated carboxylic acids with chiral thiourea-boronic acid hybrid catalysts. #asymmetric protonationIn this study, an efficient method has been developed for controlling carbonyl alpha-chirality with functionalizing beta-position by the conjugate addition-asymmetric protonation (CAAP) of alpha,beta-unsaturated carboxylic acids using chiral thiourea-amino boronic acid hybrid catalysts. In addition, the method is applied to the asymmetric synthesis of biologically active compounds.

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