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A formal, stereocontrolled synthesis of (±) estrone employing the trimethylsilylcyanohydrin cope rearrangement

✍ Scribed by Frederick E. Ziegler; Tein-Fu Wang

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
204 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis

Steroids, by virtue of their polycyclic structures and well defined stereochemistries, have provided a means for the development of new synthetic strategies and the study of the stereochemical course of chemical reactions. Among the steroids, estrogens have served this role most admirab1y.I We have recently reported2 a Cope rearrangement which provides 6,~ unsaturated esters.

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✍ Frederick E. Ziegler; Ronald T. Wester 📂 Article 📅 1984 🏛 Elsevier Science 🌐 French ⚖ 205 KB

The unique bicyclic ring systen of tirandamycin (8&),' an acyltetramic acid antibiotic, has inspired several synthetic efforts directed towards its total synthesis. Tirandamycic acid (a), a degradation product of tirandamycin, has been synthesized by Ireland in optically active form frolrl D-glucose