Tetrahedron letters

Oxidation of homochiral ketals by rhenium (VII) oxide. V

S Tang, RM Kennedy

Index: Tang; Kennedy Tetrahedron Letters, 1992 , vol. 33, # 51 p. 7823 - 7826

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Citation Number: 16

Abstract

Abstract 2-Hydroxyethyl enol ethers react with Re 2 O 7 to produce 2-hydroxyketals. Where homochiral starting enol ethers are employed, greater than 99: 1 diastereoselectivities are obtained. The stereocontrol is rationalized by invoking a transition state that approximates