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
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