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Steroids. CCXXXII. 1 One-step Rearrangement of 17α-Methyl-▵ 1,4,6 -androstatrien-17-ol-3-one to an 18-Norequilenin Derivative

✍ Scribed by Kaufmann, Stephen


Book ID
127331706
Publisher
American Chemical Society
Year
1963
Tongue
English
Weight
263 KB
Volume
28
Category
Article
ISSN
0022-3263

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The conjugate addition of allylsilane (Sakurai reaction) to 11-methoxycarbonyl-17-acetyl-1,3,5(10),13(17)-gonatetraenes provided 13a-allyl steroids. Ozonolysis followed by a decarbonylation affords steroids exhibiting the 18a-methyl group. This new steroid is an estrone derivative.