New route to 11-oxygenated steroids
β Scribed by Stork, Gilbert; Clark, G.; Shiner, Christopher S.
- Book ID
- 126146312
- Publisher
- American Chemical Society
- Year
- 1981
- Tongue
- English
- Weight
- 236 KB
- Volume
- 103
- Category
- Article
- ISSN
- 0002-7863
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## Abstract A new method for the synthesis of steroids with oxygenated side chains starting from C~22~ steroids is described. Rieke copper, obtained by reduction of lithium 2βthienylcyanocuprate 4 with lithium naphthalenide at β78Β°C or β100Β°C, reacts with the 22βbromosteroids 1a, 2, 14 to afford th
We wish to report various novel reactions and intermediates which permit the development of efficient total syntheses of a wide variety of 11-oxygenated steroids from intermediates which have previously been converted to estrone, 1,2 equilenin, 1,2 equilin,3 and other steroid hormones.