ASYMMETRIC-SYNTHESIS .39. SYNTHESIS OF 3-SUBSTITUTED PIPERIDIN-2-ONESFROM CHIRAL NON-RACEMIC LACTAMS

Authors
MICOUIN L BONIN M CHERRIER MP MAZURIER A TOMAS A QUIRION JC HUSSON HP
Citation
L. Micouin et al., ASYMMETRIC-SYNTHESIS .39. SYNTHESIS OF 3-SUBSTITUTED PIPERIDIN-2-ONESFROM CHIRAL NON-RACEMIC LACTAMS, Tetrahedron, 52(22), 1996, pp. 7719-7726
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
22
Year of publication
1996
Pages
7719 - 7726
Database
ISI
SICI code
0040-4020(1996)52:22<7719:A.SO3P>2.0.ZU;2-W
Abstract
A series of 3-substituted piperidines in enantiomerically pure form ha s been synthesized from lactam 1 via the bromo derivative 2i. t-Butyl acetate and 5-methylpyridine derivatives 2g and 2h were obtained optic ally pure by direct alkylation of 1 with corresponding halides. Azido, amino or benzyloxy products were obtained by diastereoselective subst itution of 2i. Copyright (C) 1996 Elsevier Science Ltd