THE ZINC MEDIATED CONDENSATION OF AMINO-ACID ESTERS WITH IMINES TO BETA-LACTAMS

Authors
JASTRZEBSKI JTBH VANKOTEN G
Citation
Jtbh. Jastrzebski et G. Vankoten, THE ZINC MEDIATED CONDENSATION OF AMINO-ACID ESTERS WITH IMINES TO BETA-LACTAMS, Bioorganic & medicinal chemistry letters, 3(11), 1993, pp. 2351-2356
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
3
Issue
11
Year of publication
1993
Pages
2351 - 2356
Database
ISI
SICI code
0960-894X(1993)3:11<2351:TZMCOA>2.0.ZU;2-O
Abstract
An experimentally attractive stereoselective 'One Pot' synthesis of be ta-lactams is described. This route is based on the zinc mediated cond ensation of an alpha-amino acid ester with an imine via a zinc ester e nolate. Making use of proper substituents in both the amino acid ester and the imine the stereochemistry of the C-C bond forming step can be completely controlled.