ENANTIOCONTROL AND REGIOCONTROL IN LACTAM SYNTHESES BY INTRAMOLECULAR CARBON-HYDROGEN INSERTION REACTIONS OF DIAZOACETAMIDES CATALYZED BY CHIRAL RHODIUM(II) CARBOXAMIDES

被引:85
作者
DOYLE, MP
PROTOPOPOVA, MN
WINCHESTER, WR
DANIEL, KL
机构
[1] Department of Chemistry, Trinity University, San Antonio
基金
美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(00)74752-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dirhodium(II) catalysts possessing chiral pyrrolidone or oxazolidinone ligands provide moderate enantiocontrol (up to 80% ee) in carbon-hydrogen insertion reactions of N-alkyl-N-(tert-butyl)diazoacetamides; substituents at the 2-position of the N-alkyl group control regioselectivity for beta- and gamma-lactam formation.
引用
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页码:7819 / 7822
页数:4
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