Chiral Squaramide-Catalyzed Enantioselective Conjugate Michael Addition of Various Thiols to α,β-Unsaturated N-Acylated Oxazolidin-2-ones

被引：37

作者：

Dai, Le ^{[1
]}

Yang, Hongjun ^{[1
]}

Chen, Fener ^{[1
]}

机构：

[1] Fudan Univ, Fudan DSM Joint Lab Synthet Methods & Chiral Tech, Dept Chem, Shanghai 200433, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 26期

关键词：

Michael addition; Enantioselectivity; Organocatalysis; Asymmetric catalysis; Sulfur; ALDOL REACTIONS; DERIVATIVES; CHALCONES; INHIBITORS; COMPLEX;

D O I：

10.1002/ejoc.201100403

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly enantioselective sulfa-Michael addition (SMA) of various thiols to alpha,beta-unsaturated N-acylated oxazolidinones has been achieved with a chiral squaramide catalyst under very mild reaction conditions. In addition, the conversion of the beta-thio-substituted adduct to the corresponding methyl beta-tosylbutanoate was demonstrated in high yield through a methanolysis/oxidation sequence.

引用

页码：5071 / 5076

页数：6

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