Nucleophilic ring opening of cyclic sulphamidites

DOI: 10.1016/0957-4166(95)00211-7

Source and publish data:

Tetrahedron Asymmetry p. 1667 - 1674 (1995)

Update date:2022-09-26

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Authors:

Gautun Gautun

Carlsen Carlsen

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Article abstract of DOI:10.1016/0957-4166(95)00211-7

The cyclic sulphamidities (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.

Full text of DOI:10.1016/0957-4166(95)00211-7

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