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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 6, 1976 - Issue 6
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Original Articles

The Photoaddition of Aldehydes to Enones: A Direct Route to 1,4-Diketones

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Pages 417-421 | Received 17 May 1976, Published online: 06 Dec 2006
 

Abstract

Recent work in this2 and other3 laboratories has shown that the photochemically-induced addition of oxy-carbinyl species to enones provides a simple and effective method of carbon-carbon bond formation. Thus addition of alcohols2C,3,4 and acetals2a to enones (e. g. 1 or 4) affords keto-alcohols (e. g. 2 or 5) and keto-ketals (e. g. 6), the synthetic value of which are enhanced by the fact that the functionalities are conveniently differentiated, thereby facilitating selective manipulation.5

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