The semi-pinacol rearrangement of homochiral epoxyalcohols catalysed by rare earth triflates

JF Bickley, B Hauer, PCA Pena, SM Roberts…

Index: Bickley; Hauer; Pena; Roberts; Skidmore Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 11 p. 1253 - 1255

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Citation Number: 19

Abstract

α, β-Epoxy ketones, prepared using the polyleucine catalysed asymmetric epoxidation of enones, can be converted into α-substituted β-hydroxy ketones via carbonyl alkylation with Grignard reagents followed by ytterbium triflate catalysed semi-pinacol rearrangement of the resulting epoxyalcohols.

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