SYNTHESIS OF OPTICALLY-ACTIVE ENE CARBAMATES FROM CHROMIUM CARBENE COMPLEXES - USE IN PALLADIUM(II)-ASSISTED SYNTHESIS OF RELAYS TO (+)-THIENAMYCIN

被引:62
作者
MONTGOMERY, J [1 ]
WIEBER, GM [1 ]
HEGEDUS, LS [1 ]
机构
[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523
关键词
D O I
10.1021/ja00173a012
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Attempts to prepare optically active chromium carbene complexes containing the oxazolidinone moiety led instead to an efficient and general synthesis of optically active ene carbamates. One of these has been subjected to palladium(II)-assisted carboacylation, and complete control of stereochemistry was observed. This compound was converted to a key relay to (+)-thienamycin in good chemical and very high optical yield. © 1990, American Chemical Society. All rights reserved.
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页码:6255 / 6263
页数:9
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