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.

引用

页码：609 / 624

页数：16

共 38 条

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