Organocatalytic Enantioselective Direct Vinylogous Michael Addition of α,β-Unsaturated γ-Butyrolactam to β-Acyl Acrylates and 1,2-Diacylethylenes

被引:37
作者
Chen, Yi-Ru [1 ]
Das, Utpal [2 ]
Liu, Meng-Hsien [1 ]
Lin, Wenwei [1 ]
机构
[1] Natl Taiwan Normal Univ, Dept Chem, Taipei 11677, Taiwan
[2] CSIR Natl Chem Lab, Div Organ Chem, Pune 411008, Maharashtra, India
关键词
MANNICH-TYPE; ALDOL; BUTENOLIDES; ISATINS; LACTAM; AMINO;
D O I
10.1021/jo5027047
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient Michael addition of alpha,beta-unsaturated gamma-butyrolactam to various beta-acyl acrylates and ene-diones to provide synthetically useful compounds was developed. The products were obtained with high diastereo- and enantioselectivities (up to >25:1 dr and 99% ee) containing adjacent tertiary stereocenters.
引用
收藏
页码:1985 / 1992
页数:8
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