A practical asymmetric synthesis of 2,6-cis-disubstituted piperidines

Authors
Ciblat, S Besse, P Canet, JL Troin, Y Veschambre, H Gelas, J
Citation
S. Ciblat et al., A practical asymmetric synthesis of 2,6-cis-disubstituted piperidines, TETRAHEDR-A, 10(11), 1999, pp. 2225-2235
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
11
Year of publication
1999
Pages
2225 - 2235
Database
ISI
SICI code
0957-4166(19990604)10:11<2225:APASO2>2.0.ZU;2-E
Abstract
A highly diastereoselective intramolecular Mannich reaction involving enant iopure alpha-methylamine 7 and achiral aldehydes is employed to prepare ena ntiomerically pure 2,6-cis-disubstituted piperidines. This methodology prov ides an efficient and selective route to 2,6-cis-disubstituted piperidines, 2,6-cis-disubstituted 4-piperidones and 2,6-cis-disubstituted 4-piperidino ls. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.