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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 18, 1988 - Issue 9
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Original Articles

An Efficient and Stereoselective Total Synthesis of (+/-)-Serricornine

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Pages 981-993 | Published online: 05 Dec 2006
 

Abstract

An efficient and stereoselective total synthesis of (+/-)-serricornine (1) the sex pheromone produced by the female cigarette beetle Lasioderma serricorne F, is described. (3SR, 5SR, 6SR)-6-Ethyltetrahydro-3,5-dimethyl-2H-pyran-2-one (10) is prepared in 65% yield through lactonization of a 1:1 mixture of C-2 epimers of the corresponding esters.

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