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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 3
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Original Articles

Copper Bromide Mediated A-Ring Dehydrogenation of 19-Norsteroids

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Pages 623-629 | Received 19 Jul 1995, Published online: 21 Aug 2006
 

Abstract

A dehydrogenation reaction applied to 19-norsteroids 1a or 1b, with copper(II) bromide in different alcohols yielded estrone alkyl ethers or 13β-ethyl-3-alkoxy gonanes along with products in which the steroid 6-position has been oxidized as well. Use of small amounts of trialkyl orthoformates in the reaction considerably diminished the overoxidized products.

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