Asymmetric synthesis of 5-hexadecanolide, pheromone of the queen of the Oriental hornet, Vespa orientalis

Raina, Sushil ; Singh, Vinod K. (1996) Asymmetric synthesis of 5-hexadecanolide, pheromone of the queen of the Oriental hornet, Vespa orientalis Tetrahedron, 52 (12). pp. 4479-4484. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/0...

Related URL: http://dx.doi.org/10.1016/0040-4020(96)00095-6

Abstract

An efficient asymmetric synthesis of 5-hexadecanolide from a chiral epoxide is described. Both the enantiomeric forms of the chiral epoxide are easily available from mannitol and ascorbic acid. The key step in the synthesis is the formation of δ-lactone from δ-hydroxy acetal using m-CPBA and BF3·OEt2.

Item Type:Article
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ID Code:55259
Deposited On:18 Aug 2011 08:30
Last Modified:18 Aug 2011 08:30

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