CHIRAL, BICYCLIC PROLINE DERIVATIVES AND THEIR APPLICATION AS LIGANDSFOR COPPER IN THE CATALYTIC ASYMMETRIC ALLYLIC OXIDATION OF OLEFINS

Authors
SODERGREN MJ ANDERSSON PG
Citation
Mj. Sodergren et Pg. Andersson, CHIRAL, BICYCLIC PROLINE DERIVATIVES AND THEIR APPLICATION AS LIGANDSFOR COPPER IN THE CATALYTIC ASYMMETRIC ALLYLIC OXIDATION OF OLEFINS, Tetrahedron letters, 37(42), 1996, pp. 7577-7580
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
42
Year of publication
1996
Pages
7577 - 7580
Database
ISI
SICI code
0040-4039(1996)37:42<7577:CBPDAT>2.0.ZU;2-L
Abstract
The preparation of the unnatural bicyclic alpha-amino acids 7 and 8 is described along with their utility as chiral ligands in the copper-ca talyzed enantioselective allylic oxidation of cylohexene with tert-but yl perbenzoate. These bicyclic amino acids were found to be superior t o (L)-proline and gave optically active 2-cyclohexenyl benzoate in 48- 67% yield and up to 65% e.e. Copyright (C) 1996 Elsevier Science Ltd