Journal of the American Chemical Society

Hormone Analogs. III. 1 The Preparation of Hexestrol Analogs

RJ Pratt, EV Jensen

Index: Pratt; Jensen Journal of the American Chemical Society, 1956 , vol. 78, p. 4430,4432

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Citation Number: 4

Abstract

When an acetic acid solution of the carbinol IIa, obtained by the reaction of 4-p-anisylhexan- 3-one with p-anisyllithium, is shaken with hydrogen in the presence of a palladium black catalyst there is a rapid uptake of hydrogen with reductive elimination of the benzyl-type4 hydroxyl group. The reduction of this presumably erythr~',~ carbinol takes place stereospecifically and apparently with retention of configuration to give in 73% yield ...