DIFFERENT APPROACHES TO THE ASYMMETRIC-SYNTHESIS OF 1,3,6-TRISUBSTITUTED AND 1,2,3,6-TETRASUBSTITUTED CARBAPENEMS(1) FROM D-GLUCOSAMINE

被引：14
作者：
ANAYA, J
BARTON, DHR
GERO, SD
GRANDE, M
HERNANDO, JIM
LASO, NM
机构：
[1] TEXAS A&M UNIV,DEPT CHEM,COLLEGE STN,TX 77843
[2] CNRS,INST CHIM SUBST NAT,F-91198 GIF SUR YVETTE,FRANCE
来源：
TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 02期
关键词：
D O I：
10.1016/0957-4166(95)00045-Q
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Different stereocontrolled syntheses of optically active 1,3,6-trisubstituted and 1,2,3,6-tetrasubstituted carbapenems(1) are reported. D-glucosamine, as chiral auxiliary, trans-cinnamaldehyde and methoxyacetyl chloride were used as starting materials in the Staudinger ketene-imine monobactam formation. Radical cyclization and oxidation reactions led to the desired carbapenems.
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页码：609 / 624
页数：16
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