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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 16
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Original Articles

Silica Gel Promoted Selective Hydrolysis of 3-Methoxy-2,5(10)-diene Steroids

Li-Gong Liu Department of Chemistry, Central Queensland University, Rockhampton, Queensland, Australia, 4702
,
Tong Zhang Department of Chemistry, Central Queensland University, Rockhampton, Queensland, Australia, 4702
&
Zhen-Su Li School of Pharmaceutical Sciences, Beijing Medical University, Beijing, 100083, P. R. China
Pages 2999-3006 | Received 18 Jan 1996, Published online: 21 Aug 2006
 
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Abstract

Hydrolysis of 3-methoxy-2,5(10)-diene steroids (1a-c) via oxalic acid in the presence of silica gel was developed as a fast selective synthetic method towards corresponding 5(10)-en-3-ones (2a-c) in good yield (51∼94%). This also provided a new method for selective ketalisation of 17-keto over 3-keto (2c).

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