ASYMMETRIC-SYNTHESIS OF ALPHA-AMINO-ACIDS VIA CATIONIC AZA-COPE REARRANGEMENTS

被引:25
作者
AGAMI, C
COUTY, F
LIN, J
MIKAELOFF, A
POURSOULIS, M
机构
[1] Laboratoire de Chimie Organique (URA CNRS 408), Boîte 181, Université P.et M. Curie, 4 place Jussieu
关键词
D O I
10.1016/S0040-4020(01)87201-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ene-iminium intermediates resulting from reaction between glyoxal and beta-amino alcohols rearrange by an aza-Cope process. Three different tandem reactions are thus carried out; their first component is this cationic rearrangement, the second step being either an iminium hydrolysis, a nucleophile-induced ene-iminium cyclization or a Mannich reaction. The last two sequences lead to homochiral proline derivatives.
引用
收藏
页码:7239 / 7250
页数:12
相关论文
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