SELECTIVE OXIDATION OF PENICILLIN DERIVATIVES TO PENICILLIN (1R) AND (1S)-SULFOXIDES USING DIMETHYLDIOXIRANE

被引:15
作者
DANELON, GO [1 ]
MATA, EG [1 ]
MASCARETTI, OA [1 ]
机构
[1] UNR,FAC CIENCIAS BIOQUIM & FARMACEUT,CONICET,INST QUIM ORGAN SINTESIS,RA-2000 ROSARIO,SANTA FE,ARGENTINA
关键词
D O I
10.1016/S0040-4039(00)61499-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We describe a convenient procedure for preparing (1R)-6,6-dihalo-, 6 beta-halo-penicillanates, 6,6-dihalopenam derivatives and (1S)-6-alpha-halopenicillanates sulfoxides by dimethyldioxirane asymmetric oxidation of the corresponding penicillanates and penam derivatives. This method is characterized by mild reactions conditions, short reaction times, excellent selectivity, very high yield, ease of reaction workup and complete avoidance of overoxidation products.
引用
收藏
页码:7877 / 7880
页数:4
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