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Stereoselective Introduction of Steroid Side Chains. Synthesis of Chenodeoxycholic Acid

✍ Scribed by Peter M. Wovkulich; Andrew D. Batcho; Milan R. Uskoković

Publisher
John Wiley and Sons
Year
1984
Tongue
German
Weight
260 KB
Volume
67
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

A new short route to chenodeoxycholic acid has been developed. The synthesis is based on the stereoselective introduction of the steroidal side chain via an ene reaction of methyl acrylate and a (17Z)‐ethylidene steroid prepared from androstenedione.

📜 SIMILAR VOLUMES

Stereoselective Introduction of Steroid
Stereoselective Introduction of Steroid Side Chains at C (17) and C (20)
✍ Andrew D. Batcho; Donald E. Berger; Stephen G. Davoust; Peter M. Wovkulich; Mila 📂 Article 📅 1981 🏛 John Wiley and Sons 🌐 German ⚖ 340 KB

## Abstract A simple and efficient new method for the highly stereoselective (at C (17) and C (20)) introduction of steroid side chains which are suitably functionalized for further elaboration is presented. The ene reaction of (17 __Z__)‐ethylidene steroids, which are readily obtained from 17‐keto