VERY HIGH DIASTEREOFACIAL SELECTIVITY IN THE NUCLEOPHILIC EPOXIDATION OF N-(PARA-TOLYLSULPHONYL)VINYLSULPHOXIMINES

被引:17
作者
BAILEY, PL
CLEGG, W
JACKSON, RFW
METHCOHN, O
机构
[1] UNIV NEWCASTLE UPON TYNE,DEPT CHEM,BEDSON BLDG,NEWCASTLE TYNE NE1 7RU,TYNE & WEAR,ENGLAND
[2] STERLING ORGAN,NEWCASTLE TYNE NE3 3TT,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 01期
关键词
D O I
10.1039/p19900000200
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Nucleophilic epoxidation of N-(p-tolylsulphonyl)vinylsulphoximines (6) using lithium t-butyl hydroperoxide proceeds with very high diastereofacial selectivity, the sense of which was established by a single crystal X-ray structure determination, to give N-(p-tolylsulphonyl)phenylsulphoximino-oxiranes (5) in good yield.
引用
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页码:200 / 202
页数:3
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