anti-selective SMP-catalyzed direct asymmetric Mannich-type reactions:: synthesis of functionalized amino acid derivatives

被引:132
作者
Córdova, A
Barbas, CF
机构
[1] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Dept Mol Biol, La Jolla, CA 92037 USA
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(02)01772-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first (S)-2-methoxymethylpyrrolidine (SMP)-catalyzed direct asymmetric Mannich-type reactions of unmodified aldehydes with N-PMP-protected alpha-imino ethyl glyoxylate are described. The reaction proceeded in a highly anti-selective manner (dr up to 19:1) with enantioselectivities between 74 and 92%. (C) 2002 Published by Elsevier Science Ltd.
引用
收藏
页码:7749 / 7752
页数:4
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