Tetrahedron

Synthesis of (4R, 5R)-muricatacin and its (4R, 5S)-analog by sequential use of the photo-induced rearrangement of epoxy diazomethyl ketones

MPM van Aar, L Thijs, B Zwanenburg

Index: Aar, Marcel P. M. van; Thijs, Lambertus; Zwanenburg, Binne Tetrahedron, 1995 , vol. 51, # 41 p. 11223 - 11234

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Citation Number: 32

Abstract

The naturally occurring δ-hydroxy-γ-lactone (4R, 5R)-muricatacin and its nonnatural (4R, 5S)-analog are synthesized. The starting achiral allylic alcohols are converted into α, β- epoxy diazomethyl ketones followed by a stereospecific irradiation reaction of these ...