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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 19, 1989 - Issue 13-14
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Original Articles

An Improved Synthesis of (±)Frullanolide. Application of Selenium Reagents

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Pages 2293-2306 | Received 28 Mar 1989, Published online: 24 Oct 2006
 

Abstract

A new approach to the total synthesis of (±)Frullanolide (1), employing selenium reagents, is described. This methodology has significant advantages over our previously reported synthesis in that (a) the construction of the α-methylene-γ-lactone moiety is made in such a manner to avoid the formation of undesirable stereo- and regioisomers; (b) the synthesis was performed in 7 steps, starting from known octalone 2, with an overall yield of 27%.

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