1,4-bis(arylsulfonyl)-1,2,3,4-tetrahydropyridines in synthesis. Regio- andstereoselective S(N)1 reactions

Authors
Adelbrecht, JC Craig, D Thorimbert, S
Citation
Jc. Adelbrecht et al., 1,4-bis(arylsulfonyl)-1,2,3,4-tetrahydropyridines in synthesis. Regio- andstereoselective S(N)1 reactions, TETRAHEDR L, 42(47), 2001, pp. 8369-8372
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
47
Year of publication
2001
Pages
8369 - 8372
Database
ISI
SICI code
0040-4039(20011119)42:47<8369:1ISRA>2.0.ZU;2-C
Abstract
1,4-B is (4-tolylsulfonyl)-1,2,3,4-tetrahydropyridines undergo stereoselect ive S(N)1 reactions with soft carbon nucleophiles in the presence of Lewis acids. Subsequent dihydroxylation of the double bond followed by esterifica tion enables the stereoselective preparation of substituted piperidines. (C ) 2001 Elsevier Science Ltd. All rights reserved.