USE OF LITHIUM (ALPHA-METHYLBENZYL)ALLYLAMIDE FOR A FORMAL ASYMMETRIC-SYNTHESIS OF THIENAMYCIN

Authors
DAVIES SG FENWICK DR
Citation
Sg. Davies et Dr. Fenwick, USE OF LITHIUM (ALPHA-METHYLBENZYL)ALLYLAMIDE FOR A FORMAL ASYMMETRIC-SYNTHESIS OF THIENAMYCIN, Chemical communications, (6), 1997, pp. 565-566
Citations number
19
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
6
Year of publication
1997
Pages
565 - 566
Database
ISI
SICI code
1359-7345(1997):6<565:UOL(FA>2.0.ZU;2-L
Abstract
The highly stereoselective conjugate addition of lithium (alpha R)-(al pha-methylbenzyl)allylamide 3 to (E)-tert-butyl penta-2,4-dienoate 4, followed by a stereoselective aldol reaction with acetaldehyde, are th e key steps in the synthesis of the known P-lactam intermediate, utyl- dimethylsilyloxy)ethyl]-4-vinylazetidin-2-one 2, for elaboration to th ienamycin and its derivatives.