KINETIC RESOLUTION OF RACEMIC ALLYLIC ACETATES BY ASYMMETRIC DIHYDROXYLATION (ADH) PROCESS - AN INDICATION OF PI PI INTERACTION

Authors
LOHRAY BB BHUSHAN V
Citation
Bb. Lohray et V. Bhushan, KINETIC RESOLUTION OF RACEMIC ALLYLIC ACETATES BY ASYMMETRIC DIHYDROXYLATION (ADH) PROCESS - AN INDICATION OF PI PI INTERACTION, Tetrahedron letters, 34(24), 1993, pp. 3911-3914
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
24
Year of publication
1993
Pages
3911 - 3914
Database
ISI
SICI code
0040-4039(1993)34:24<3911:KRORAA>2.0.ZU;2-L
Abstract
Kinetic resolution of several racemic secondary allylic acetates have been examined using osmium tetroxide-cinchona alkaloid as chiral catal yst. The unexpected results have been rationalized with the help of mo del based on pi-pi interaction in the transition state apart from the matching and mismatching of the substrate and the catalyst.