Vanadium-catalyzed selenide oxidation with in situ [2, 3] sigmatropic rearrangement (SOS reaction): scope and asymmetric applications

TC Bourland, RG Carter, AFT Yokochi

Index: Campbell Bourland; Carter, Rich G.; Yokochi, Alexandre F. T. Organic and Biomolecular Chemistry, 2004 , vol. 2, # 9 p. 1315 - 1329

Full Text: HTML

Citation Number: 24

Abstract

A vanadium-catalyzed method for the oxidation of prochiral aryl, allylic selenides with tandem [2, 3] sigmatropic rearrangement has been developed. This protocol has been screened on a series of substrates to test for its generality and effectiveness. The applicability of this methodology to the synthesis of enantiomerically enriched allylic alcohols has been studied on a series of chiral oxazole-containing systems with a ...