Diastereoselective allylation of a chiral imine with allylzinc reagents: Diastereoselective synthesis of a novel broad spectrum carbapenem

Authors
Sugimoto, Y Imamura, H Sakoh, H Yamada, K Morishima, H
Citation
Y. Sugimoto et al., Diastereoselective allylation of a chiral imine with allylzinc reagents: Diastereoselective synthesis of a novel broad spectrum carbapenem, SYNLETT, (11), 2001, pp. 1747-1750
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
11
Year of publication
2001
Pages
1747 - 1750
Database
ISI
SICI code
0936-5214(200111):11<1747:DAOACI>2.0.ZU;2-8
Abstract
Diastereoselective allylation of chiral imine with allyl-metal reagents was applied to prepare P-amino acid derivative as a key intermediate for the s ynthesis of a novel carbapenem 1. Combination of the allylzinc: reagents an d chiral imine, which was derived from L-valine methyl ester as a chiral au xiliary afforded a homoallylamine in good yield with excellent diastereosel ectivity.