Bile acids LXIX. Selective K-Selectride reduction of 3, 7-diketo steroids

DM Tal, GD Frisch, WH Elliott

Index: Tal, Daniel M.; Frisch, G. Douglas; Elliott, William H. Tetrahedron, 1984 , vol. 40, # 5 p. 851 - 854

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Citation Number: 20

Abstract

The K-Selectride reduction at low temperature (-45° C) of 7-oxo-5α-holestan-3β-yl acetate and methyl 7-oxo-3α-hydroxy-5 (β-cholanoate resulted in almost quantitative yield of the 7α- alcohol in the 5α-compound but only moderate yield of the 5β-analog. The simultaneous reduction of two carbonyl groups in the 3 and 7 positions afforded good to excellent yields of the diaxial diol in planar steroids (methyl 3, 7-dioxo-5α-cholanoate, 3, 7-dioxo-5α- ...