Organolithium/Chiral Lewis Base/BF3: a Versatile Combination for the Enantioselective Desymmetrization of meso??Epoxides

…, A Alexakis, P Mangeney

Index: Vrancken, Emmanuel; Alexakis, Alexandre; Mangeney, Pierre European Journal of Organic Chemistry, 2005 , # 7 p. 1354 - 1366

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Citation Number: 11

Abstract

Abstract BF 3 can be used in combination with organolithium/strong Lewis base complexes for the enantioselective nucleophilic ring-opening or the carbenoidic rearrangement of various meso-oxiranes with excellent yields and ee values of up to 87%. Mechanistic aspects of these reactions are considered.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)