Catalytic use of chiral phosphine ligands in asymmetric Pauson-Khand reactions

Authors
Hiroi, K Watanabe, T Kawagishi, R Abe, I
Citation
K. Hiroi et al., Catalytic use of chiral phosphine ligands in asymmetric Pauson-Khand reactions, TETRAHEDR-A, 11(3), 2000, pp. 797-808
Citations number
32
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
3
Year of publication
2000
Pages
797 - 808
Database
ISI
SICI code
0957-4166(200002)11:3<797:CUOCPL>2.0.ZU;2-2
Abstract
Catalytic asymmetric Pauson-Khand reactions with chiral bidentate phosphine s as ligands have been successfully accomplished. The catalytic use of (S)- BINAP as a ligand was demonstrated to be the most effective in the cobalt-c atalyzed reactions of 1,6-enynes, providing a facile entry to optically act ive 2-cyclopentenone derivatives with high enantioselectivity. A plausible mechanism for the asymmetric induction is proposed on the basis of the ster eochemical outcome obtained. (C) 2000 Elsevier Science Ltd. All rights rese rved.