PREPARATION OF ENANTIOPURE 6-(3-INDOLYL)-2-PIPERIDONES AND CONJUGATE ADDITIONS TO A 3,4-DIDEHYDRO DERIVATIVE

Authors
AMAT M LLOR N BOSCH J SOLANS X
Citation
M. Amat et al., PREPARATION OF ENANTIOPURE 6-(3-INDOLYL)-2-PIPERIDONES AND CONJUGATE ADDITIONS TO A 3,4-DIDEHYDRO DERIVATIVE, Tetrahedron, 53(2), 1997, pp. 719-730
Citations number
33
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
2
Year of publication
1997
Pages
719 - 730
Database
ISI
SICI code
0040-4020(1997)53:2<719:POE6AC>2.0.ZU;2-U
Abstract
Amidoalkylation of chiral non-racemic lactams 1-3 with indole in the p resence of TiCl4 provides enantiopure 6-(3-indolyl)-2-piperidones 4a,b -6a,b. The stereochemical course of the conjugate addition of a variet y of functionalized carbon nucleophiles to 5,6-dihydro-2-pyridone 11, derived from 4a, is studied. Copyright (C) 1996 Elsevier Science Ltd