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

被引：9

作者：

Adelbrecht, JC ^{[1
]}

Craig, D ^{[1
]}

Thorimbert, S ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, Ctr Chem Synth, London SW7 2AY, England

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 47期

关键词：

alkylation; diastereoselectivity; Lewis acid; piperidines; S(N)1;

D O I：

10.1016/S0040-4039(01)01771-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,4-B is (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. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：8369 / 8372

页数：4

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