✦ LIBER ✦

Chemistry of acetylenic ethers XLVII: Preparation of α-ketols from ethoxyethynylcarbinols

✍ Scribed by J. H. Sperna Weiland; J. F. Arens

Publisher: Elsevier Science
Year: 2010
Tongue: English
Weight: 414 KB
Volume: 79
Category: Article
ISSN: 0165-0513
DOI: 10.1002/recl.19600791210

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✦ Synopsis

Abstract

A method is described for converting ethoxyethynylcarbinols I into α‐ketols V, via the intermediate products II to IV inclusive. The synthesis occurs stereospecifically and, starting from the ethoxy‐ethynylcarbinol VII, derived from 3β‐acetoxyandrost‐5‐en‐17‐one VI, affords almost exclusively 3β,21‐dihydroxypregn‐5‐en‐20‐one XI in about 50% yield.

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