DEVELOPMENT OF CHIRAL PHOSPHINE-LIGANDS BEARING A CARBOXYL GROUP AND THEIR APPLICATION TO CATALYTIC ASYMMETRIC REACTION

Authors
MINAMI T OKADA Y OTAGURO T TAWARAYA S FURUICHI T OKAUCHI T
Citation
T. Minami et al., DEVELOPMENT OF CHIRAL PHOSPHINE-LIGANDS BEARING A CARBOXYL GROUP AND THEIR APPLICATION TO CATALYTIC ASYMMETRIC REACTION, Tetrahedron : asymmetry, 6(10), 1995, pp. 2469-2474
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
10
Year of publication
1995
Pages
2469 - 2474
Database
ISI
SICI code
0957-4166(1995)6:10<2469:DOCPBA>2.0.ZU;2-Z
Abstract
A new chiral phosphine ligand bearing a carboxyl group, 3-(diphenylpho sphino)butanoic acid, was developed and used for palladium catalyzed a symmetric allylic alkylation of cyclic cis-allylic acetates such as 2- cyclopentenyl, 2-cyclohexenyl, and 2-cycloheptenyl acetate. These acet ates reacted with triethyl sodiophosphonoacetate in the presence of th e palladium catalyst with the ligand to give the corresponding alkylat ion products in good enantiomeric excesses.