Tetrahedron: Asymmetry

The direct synthesis of the cyclic sulphamidate of (S)-prolinol: SimultaneousN-protection and activation towards nucleophilic displacement of oxygen.

D Alker, KJ Doyle, LM Harwood, A McGregor

文献索引：Alker; Doyle; Harwood; McGregor Tetrahedron Asymmetry, 1990 , vol. 1, # 12 p. 877 - 880

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被引用次数: 65

摘要

Abstract 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-(NN-dialkylamino) methyl-and 2- (methoxymethy] pyrrolidines after hydrolysis of the intermediate sulphamic acid derivatives.