Tetrahedron

The asymmetric synthesis of β-aryl-α-hydroxy esters from β-aryl-α, β-dihydroxy esters

NJ Lawrence, S Brown

Index: Lawrence, Nicholas J; Brown, Stephen Tetrahedron, 2002 , vol. 58, # 3 p. 613 - 619

Full Text: HTML

Citation Number: 10

Abstract

α, β-Dihydroxy-β-aryl esters obtained via Sharpless asymmetric dihydroxylation (AD) of substituted cinnamate esters are reduced by sequential reaction with trimethyl orthoacetate and acetyl bromide followed by catalytic hydrogenolysis in methanol to give enantiomerically enriched β-aryl-α-hydroxy esters.