NUCLEOPHILIC RING-OPENING OF CYCLIC SULPHAMIDITES

被引:22
|
作者
GAUTUN, HSH [1 ]
CARLSEN, PHJ [1 ]
机构
[1] UNIV TRONDHEIM,NORWEGIAN INST TECHNOL,ORGAN CHEM LAB,N-7034 TRONDHEIM,NORWAY
关键词
D O I
10.1016/0957-4166(95)00211-7
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The cyclic sulphamidites (2S,4S)- and (2R,4S)-3-benzyl-4-benzyloxymethyl-2-oxo-1,2,3-oxathiazolidine 1 were prepared from S-glycidol in 60-66% overall yield. Nucleophilic ring opening of 1 by cyanide, azide and benzyloxy anions have been studied with respect to regio and stereospecificity. A mild procedure for benzylation of alcohols was introduced.
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页码:1667 / 1674
页数:8
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