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1,4-Bis(arylsulfonyl)-1,2,3,4-tetrahydropyridines in synthesis. Regio- and stereoselective SN1 reactions

✍ Scribed by Jean-Claude Adelbrecht; Donald Craig; Serge Thorimbert

Book ID: 104231819
Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 87 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)01771-3

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✦ Synopsis

1,4-Bis(4-tolylsulfonyl)-1,2,3,4-tetrahydropyridines undergo stereoselective S N 1 reactions with soft carbon nucleophiles in the presence of Lewis acids. Subsequent dihydroxylation of the double bond followed by esterification enables the stereoselective preparation of substituted piperidines.

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