Catalytic enantioselective conjugate addition of aromatic amines to fumarate derivatives: asymmetric synthesis of aspartic acid derivatives

被引:46
作者
Kang, Seung Hee [1 ]
Kang, Young Ku [1 ]
Kim, Dae Young [1 ]
机构
[1] Soonchunhyang Univ, Dept Chem, Asan 336745, Chungnam, South Korea
关键词
Chiral palladium catalysts; Conjugate addition; Fumarates; Aspartic acids; ELECTROPHILIC ALPHA-AMINATION; BETA-KETO PHOSPHONATES; STEREOSELECTIVE-SYNTHESIS; MICHAEL REACTION; FLUORINATION; KETOESTERS; HYDROAMINATION; COMPLEXES; CYANOKETONES; HYDRAZINATION;
D O I
10.1016/j.tet.2009.05.037
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The catalytic enantioselective conjugate addition of aromatic amines to fumarate derivatives promoted by chiral palladium complexes is described. Treatment of aniline derivatives with fumaryl pyrrolidinone as Michael acceptor under mild reaction conditions afforded the corresponding chiral aspartic acid derivatives with excellent enantiomeric excesses (83-96% ee). (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5676 / 5679
页数:4
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