Studies aimed at enhancement of reactivity and enantioselectivity of a lithium ester enolate using a chiral tridentate lithium amide

Authors
Hussein, MA Iida, A Tomioka, K
Citation
Ma. Hussein et al., Studies aimed at enhancement of reactivity and enantioselectivity of a lithium ester enolate using a chiral tridentate lithium amide, TETRAHEDRON, 55(37), 1999, pp. 11219-11228
Citations number
21
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
37
Year of publication
1999
Pages
11219 - 11228
Database
ISI
SICI code
0040-4020(19990910)55:37<11219:SAAEOR>2.0.ZU;2-E
Abstract
Tridentate chiral amines 7-13 mediated the asymmetric condensation reaction of lithium ester enolate 2 with benzaldehyde p-anisidine imine 3 giving th e corresponding beta-lactam 4 in UP to 75% ee. It became apparent that coex istence of 2 and chiral lithium amides derived from 7-13 is an important fa ctor for the enhancement of the reactivity and enantioselectivity of 2. (C) 1999 Elsevier Science Ltd. All rights reserved.