The introduction of a double bond on the steroid skeleton–The preparation of enol silyl ether derivatives from vicinal diols

A Marek, B Klepetářová, T Elbert

Index: Marek, Ales; Klepetarova, Blanka; Elbert, Tomas Collection of Czechoslovak Chemical Communications, 2011 , vol. 76, # 5 p. 443 - 456

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Citation Number: 4

Abstract

Abstract The ways of converting steroid vicinal diol into an unsaturated derivative were studied with the intention of preparing suitable precursors for the introduction of deuterium or tritium into the molecules of brassinosteroids. The model vicinal diol compound, 2α, 3α- dihydroxy-5α-pregnane-6, 20-dione (3), was converted with high regioselectivity to the α- hydroxy ketone derivative, 2α-hydroxy-5α-pregnane-3, 6, 20-trione (8), in a 75% yield. The ...