Palladium-catalyzed allylic alkylation of tert-butyl(diphylmethylene)-glycinate with simple allyl esters under chiral phase transfer conditions

Authors
Chen, GS Deng, YJ Gong, LZ Mi, AQ Cui, X Jiang, YZ Choi, MCK Chan, ASC
Citation
Gs. Chen et al., Palladium-catalyzed allylic alkylation of tert-butyl(diphylmethylene)-glycinate with simple allyl esters under chiral phase transfer conditions, TETRAHEDR-A, 12(11), 2001, pp. 1567-1571
Citations number
28
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
11
Year of publication
2001
Pages
1567 - 1571
Database
ISI
SICI code
0957-4166(20010704)12:11<1567:PAAOT>2.0.ZU;2-#
Abstract
The first example of palladium-catalyzed allylic alkylation of,in imino est er with simple allyl esters in the presence of a chiral quaternary ammonium salt is reported. The presence of molecular sieves was found to have a ben eficial effect on the enantioselectivity of the reaction by scavenging wate r from the system. Alkylated products vith e.e.s of up to 61% were obtained . (C) 2001 Elsevier Science Ltd. All rights reserved.