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Estra-1,3,5(10),16-tetraene-3,16-diol diacetate and an easy synthetic route to 16β,17α- and 16α,17α- steroidal glycols

✍ Scribed by James R. Rhone; Max N. Huffman

Publisher
Elsevier Science
Year
1965
Tongue
French
Weight
145 KB
Volume
6
Category
Article
ISSN
0040-4039

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✦ Synopsis

Contrary to a report (1) in the literature that estrone-16 (16-keto-estra-1,3,5(10)-trien-3-01) (2) fails to form an enol acetate, we have found that, with the aid of anhydrous E-toluenesulfonic acid as a catalyst, estra-1,3,5(1C),16-tetraene-3, 16-diol diacetate can be successfully obtained in stable form. This finding opens an easy synthetic route, through lba, 17a-epoxyestra-1,3,5(10)-triene-3,16-diol diacetate, to 16-keto-

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