Tetrahedron

An easy deoxygenation of conjugated epoxides

G Righi, P Bovicelli, A Sperandio

Index: Righi, Giuliana; Bovicelli, Paolo; Sperandio, Anna Tetrahedron, 2000 , vol. 56, # 12 p. 1733 - 1737

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Citation Number: 19

Abstract

An easy and high yielding transformation of epoxyketones and phenyl substituted epoxides to trans olefins in a convergent diastereoselective process is reported. The method was applied to the selective C-25 hydroxy-functionalisation of 3-keto-Δ4-cholestan-3-one, a key intermediate for the synthesis of C-25 hydroxy vitamin D3.

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