GALACTOSE-IMINES IN THE STAUDINGER REACTION

被引:33
作者
GEORG, GI [1 ]
AKGUN, E [1 ]
MASHAVA, PM [1 ]
MILSTEAD, M [1 ]
PING, H [1 ]
WU, ZJ [1 ]
VANDERVELDE, D [1 ]
TAKUSAGAWA, F [1 ]
机构
[1] UNIV KANSAS,DEPT CHEM,LAWRENCE,KS 66045
关键词
STAUDINGER REACTION; ASYMMETRIC SYNTHESIS; BETA-LACTAMS; ALPHA-HYDROXY-BETA-AMINO ACIDS;
D O I
10.1016/0040-4039(92)88153-V
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Staudinger reaction of imines 1 and 2 derived from galactose with a variety of acid chlorides resulted in the formation of two beta-lactams with cis configuration, typically in 60:40 ratio and in good yields. The beta-lactams were separated and the absolute stereochemistry of the diastereoisomers was determined by single crystal X-ray analysis and correlation of their H-1-NMR data.
引用
收藏
页码:2111 / 2114
页数:4
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