SYNTHETIC STUDIES ON POLYPROPIONATE ANTIBIOTICS BASED ON THE STEREOSPECIFIC METHYLATION OF GAMMA,DELTA-EPOXY ACRYLATES BY TRIMETHYLALUMINUM - A HIGHLY STEREOSELECTIVE CONSTRUCTION OF THE 8 CONTIGUOUS CHIRAL CENTERS OF ANSA-CHAINS OF RIFAMYCINS

被引:31
作者
MIYASHITA, M [1 ]
YOSHIHARA, K [1 ]
KAWAMINE, K [1 ]
HOSHINO, M [1 ]
IRIE, H [1 ]
机构
[1] KAO CORP,BIOL SCI LABS,TOCHIGI 32134,JAPAN
关键词
D O I
10.1016/S0040-4039(00)73733-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly stereoselective construction of the eight contiguous chiral centers of ansa-chains of rifamycins has been accomplished by the iterative use of the stereospecific methylation of gamma,delta-epoxy acrylates by trimethylaluminum which was recently developed by us. The present work demonstrates the synthetic potential of the method for the synthesis of polypropionate antibiotics including ansamycins and macrolides.
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收藏
页码:6285 / 6288
页数:4
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