The reactions of 2, 3-epoxyaldehydes with methoxymethylenetriphenylphosphorane. Enantioselective syntheses of (E)-4-hydroxyalk-2-enals

L Yu, Z Wang

Index: Yu, Libing; Wang, Zhiqin Journal of the Chemical Society, Chemical Communications, 1993 , # 3 p. 232 - 234

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Citation Number: 7

Abstract

The reactions of 2,3-epoxyaldehydes with methoxymethylenetriphenylphosphorane in tetrahydrofuran provide directly (Ej-4-hydroxy-2-enals with the retention of configuration. ... A three-carbon homologation has been reported192 to synthe- size (E)-4-hydroxy-2-enals 1. However, no general method has been reported to prepare optically active compound 1. Herein, we describe the first enantioselective syntheses of (E)-4-hydroxy-2-enols from 2,3-epoxyaldehydes with one-car- bon ...

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