ENANTIOSELECTIVE ALLYLIC SUBSTITUTION USING A NOVEL (PHOSPHINO-ALPHA-D-GLUCOPYRANO-OXAZOLINE)PALLADIUM CATALYST

Authors
GLASER B KUNZ H
Citation
B. Glaser et H. Kunz, ENANTIOSELECTIVE ALLYLIC SUBSTITUTION USING A NOVEL (PHOSPHINO-ALPHA-D-GLUCOPYRANO-OXAZOLINE)PALLADIUM CATALYST, Synlett, (1), 1998, pp. 53
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
1
Year of publication
1998
Database
ISI
SICI code
0936-5214(1998):1<53:EASUAN>2.0.ZU;2-2
Abstract
A novel enantiomerically pure 2-[2(diphenylphosphino)phenyl] -4,5-(2-d eoxy-alpha-D-glucopyrano)-oxazoline ligand (6) was prepared from gluco samine (1). The stereodifferentiating potential of the ligand 6 was de monstrated in palladium-catalyzed intermolecular allylic substitutions of symmetrically and non symmetrically substituted allyl acetates whi ch give products in high yields and high enantioselectivity (up to 98 % ee).