DIASTEREOSELECTIVE BIS-ALKYLATION OF CHIRAL NON-RACEMIC ALPHA,BETA-UNSATURATED GAMMA-LACTAMS

Authors
BAUSSANNE I CHIARONI A HUSSON HP RICHE C ROYER J
Citation
I. Baussanne et al., DIASTEREOSELECTIVE BIS-ALKYLATION OF CHIRAL NON-RACEMIC ALPHA,BETA-UNSATURATED GAMMA-LACTAMS, Tetrahedron letters, 35(23), 1994, pp. 3931-3934
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
23
Year of publication
1994
Pages
3931 - 3934
Database
ISI
SICI code
0040-4039(1994)35:23<3931:DBOCNA>2.0.ZU;2-R
Abstract
A new chiral non-racemic gamma-lactam 1 easily prepared in one step fr om (R)-(-)-phenylglycinol was bis-alkylated alpha to the carbonyl func tion in very high to complete diastereoselectivity. The stereochemistr y at the so-formed chiral quaternary center was ascertained through an X-ray crystallographic study.