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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 27, 1997 - Issue 6
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Original Articles

An Expeditious Route to 3β,14β-Dihydroxy-5β-androstane-17β-carboxaldehyde

Mauro Gobbini Prassis Istituto di Ricerche Sigma-Tau SpA, Via Forlanini 3, 20019, Settimo Milanese, MI, Italy
&
Marco Torri Prassis Istituto di Ricerche Sigma-Tau SpA, Via Forlanini 3, 20019, Settimo Milanese, MI, Italy
Pages 1115-1122 | Received 09 Sep 1996, Published online: 22 Aug 2006
 
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Abstract

An efficient and practical synthesis of 3β,14β-dihydroxy-5β-androstane-17β-carboxaldehyde is described. The key oxidative cleavage of the unsaturated lactone of 3-acetyldigitoxigenin 1 utilises RuO4 as catalytic and NaIO4 as stoichiometric oxidants.

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