New chiral sulfoxide ligands possessing a phosphano or phosphanoamino functionality in palladium-catalyzed asymmetric allylic nucleophilic substitution reactions

Citation
K. Hiroi et al., New chiral sulfoxide ligands possessing a phosphano or phosphanoamino functionality in palladium-catalyzed asymmetric allylic nucleophilic substitution reactions, TETRAHEDRON, 56(27), 2000, pp. 4701-4710
Citations number
46
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
27
Year of publication
2000
Pages
4701 - 4710
Database
ISI
SICI code
0040-4020(20000630)56:27<4701:NCSLPA>2.0.ZU;2-8
Abstract
New chiral sulfoxide ligands possessing a phosphano or phosphanoamino funct ionality as an alternative coordinating element were developed, and their u sefulness was demonstrated by applying them to palladium-catalyzed asymmetr ic allylic nucleophilic substitution reactions. The structure of the cataly st precursor coordinated by the chiral phosphino sulfoxide was determined b y X-ray crystallographic analysis. The possible mechanism for the asymmetri c induction using these chiral ligands was proposed on the basis of the ste reochemical outcome obtained. (C) 2000 Elsevier Science Ltd. All rights res erved.