Diastereo- and Enantioselective Synthesis of α,γ-Diaminobutyric Acid Derivatives via Cu-Catalyzed Asymmetric Michael Reaction

被引:49
|
作者
Li, Qing [1 ]
Ding, Chang-Hua [1 ]
Hou, Xue-Long [1 ]
Dai, Li-Xin [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
ALPHA-AMINO-ACIDS; CHIRAL CALCIUM COMPLEXES; PHASE-TRANSFER CATALYSIS; PI-ACCEPTOR LIGANDS; AZOMETHINE YLIDES; 1,3-DIPOLAR CYCLOADDITION; CONJUGATE ADDITIONS; GLYCINE DERIVATIVES; NITROALKENES; HYDROFORMYLATION;
D O I
10.1021/ol100060t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first highly diastereo- and enantioselective catalytic asymmetric Michael addition of glycine derivatives to nitroalkenes have been developed. The enantioselectivity of ortho-substituted products can be significantly improved by using a new 1,2-P,N-ferrocene ligand L5. The alpha,gamma-diaminoacid derivative was obtained without the loss of optical activity from the adduct.
引用
收藏
页码:1080 / 1083
页数:4
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