1,4-bis(arylsulfonyl)dihydropyridines in synthesis. Enantioselective synthesis of 2,3,6-trisubstituted piperidines

Authors
Carballares, S Craig, D
Citation
S. Carballares et D. Craig, 1,4-bis(arylsulfonyl)dihydropyridines in synthesis. Enantioselective synthesis of 2,3,6-trisubstituted piperidines, J ORGMET CH, 624(1-2), 2001, pp. 380-382
Citations number
7
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANOMETALLIC CHEMISTRY
ISSN journal
0022328X → ACNP
Volume
624
Issue
1-2
Year of publication
2001
Pages
380 - 382
Database
ISI
SICI code
0022-328X(20010401)624:1-2<380:1ISES>2.0.ZU;2-#
Abstract
A 2-substituted 1,4-bis (4-tolylsulfonyl)-1,2-dihydropyridine is readily ac cessed from an alpha -aminoester and 1,1-dimethoxy-3-(4-tolylsulfonyl)propa ne. This cyclic diene enters into highly selective addition reactions with carbon nucleophiles, and the product of one of these transformations is con verted into a 2,3,6-trisubstituted piperidine via an S(N)1 ' reaction. (C) 2001 Elsevier Science B.V. All rights reserved.