A PHOSPHORUS-CONTAINING CHIRAL AMIDINE LIGAND FOR ASYMMETRIC REACTIONS - ENANTIOSELECTIVE PD-CATALYZED ALLYLIC ALKYLATION

Authors
SAITOH A MORIMOTO T ACHIWA K
Citation
A. Saitoh et al., A PHOSPHORUS-CONTAINING CHIRAL AMIDINE LIGAND FOR ASYMMETRIC REACTIONS - ENANTIOSELECTIVE PD-CATALYZED ALLYLIC ALKYLATION, Tetrahedron : asymmetry, 8(21), 1997, pp. 3567-3570
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
8
Issue
21
Year of publication
1997
Pages
3567 - 3570
Database
ISI
SICI code
0957-4166(1997)8:21<3567:APCALF>2.0.ZU;2-8
Abstract
Phosphorus-containing amidine 7 was prepared through several steps fro m L-valine 1. The new ligand for asymmetric reactions was evaluated in the palladium-catalyzed allylic alkylation of 1, 3-diphenylprop-2-eny l acetate and pivalate 8a, b with the nucleophile derived from dimethy l malonate as a preliminary study. Excellent levels of asymmetric indu ction up to 95% e.e. were achieved along with an efficient conversion. (C) 1997 Elsevier Science Ltd.