THE DIRECT SYNTHESIS OF THE CYCLIC SULPHAMIDATE OF (S)-PROLINOL - SIMULTANEOUS N-PROTECTION AND ACTIVATION TOWARDS NUCLEOPHILIC DISPLACEMENT OF OXYGEN

被引:72
作者
ALKER, D [1 ]
DOYLE, KJ [1 ]
HARWOOD, LM [1 ]
MCGREGOR, A [1 ]
机构
[1] UNIV OXFORD,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND
关键词
D O I
10.1016/S0957-4166(00)82278-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The preparation of the cyclic sulphamidate of (S)-prolinol has been achieved by reaction with sulphuryl chloride at low temperature. This material has been shown to be susceptible to acid catalysed nucleophilic attack to furnish 2-(N,N-dialkylamino)methyl- and 2-(methoxymethyl)pyrrolidines after hydrolysis of the intermediate sulphamic acid derivatives.
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页码:877 / 880
页数:4
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