CARBENOID TRANSFER TO IMINES - A NEW ASYMMETRIC CATALYTIC SYNTHESIS OF AZIRIDINES

被引:232
作者
HANSEN, KB [1 ]
FINNEY, NS [1 ]
JACOBSEN, EN [1 ]
机构
[1] HARVARD UNIV, DEPT CHEM, CAMBRIDGE, MA 02138 USA
关键词
ASYMMETRIC SYNTHESIS; AZIRIDINES; CHIRAL LIGANDS; COPPER COMPLEXES;
D O I
10.1002/anie.199506761
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An azomethine ylide is invoked as an intermediate in the copper‐catalyzed addition of diazoesters to imines [Eq. (a)]. Coordinated to the chiral copper(I)–bis(dihydrooxazole) catalyst, these intermediates cyclize to produce enantiomerically enriched 1,3‐diaryl‐2‐carboxyethylaziridines (44–67% ee). (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany
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页码:676 / 678
页数:3
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