STEREOSELECTIVE SYNTHESIS OF CIS-SUBSTITUTED AZETIDINONES FROM PENICILLIN - A FORMAL TOTAL SYNTHESIS OF LORACARBEF

被引:16
作者
DEETER, JB [1 ]
HALL, DA [1 ]
JORDAN, CL [1 ]
JUSTICE, RM [1 ]
KINNICK, MD [1 ]
MORIN, JM [1 ]
PASCHAL, JW [1 ]
TERNANSKY, RJ [1 ]
机构
[1] ELI LILLY & CO,LILLY CORP CTR,LILLY RES LABS,INDIANAPOLIS,IN 46285
关键词
D O I
10.1016/S0040-4039(00)93376-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new method for the synthesis of chiral azetidinones bearing a carbon-carbon bond at the 4-position is described. The preparation involves a stereoselective alkylation-reduction of a silylated 4-phenylsulfonyl azetidinone. The utility of this method was demonstrated by a formal total synthesis of loracarbef.
引用
收藏
页码:3051 / 3054
页数:4
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