Patent ID: 6677465
Filing Date: 2004-01-13
Classification: C07C,C07D

Abstract:
A process for enantioselective production of glycide ester (I) by(a) dihydroxylation of a corresponding 3-phenyl cinnamate (II) by osmium (VIII) oxide catalysis in the presence of a Sharpless ligand and an oxidizing agent to form the dihydroxy ester (III), (b) selective conversion of the hydroxy function in the 2 position of the dihydroxy ester (III) to a leaving group, (c) intramolecular substitution of the leaving group through the hydroxy function in the 3 position to form the glycide ester (I), in whichR1 denotes C1-C10 alkyl, aryl, or arylalkyl, which may be substituted, R2 denotes C1-C10 alkyl, aryl, arylalkyl, halogen, C1-C10 alkoxy, acyloxy, or amide, which may be substituted, and n is 0 to 5.