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Home / Synthetic Communications, Volume 43, Number 10

Synthesis of (3E)-Dodecen-12-olide, a Potential Pheromone Component of the Emerald Ash Borer

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Authors: MaGee, D. I. 1 ; Mayo, P. D. 2 ; Silk, P. J. 2 ; Beattie, B. 1 ; 

Source: Synthetic Communications, Volume 43, Number 10, 15 May 2013, pp. 1368-1377(10)

Publisher: Taylor and Francis Ltd

DOI: https://doi.org/10.1080/00397911.2011.634083

Emerald ash borer (EAB), Agrilus planipennis Fairmaire, is an invasive insect that has killed millions of ash trees in the USA and Canada. A concise synthesis of a potential EAB pheromone component, (3E)-dodecen-12-olide, using highly stereoselective Julia–Kocienski olefination as the key step, is reported.

Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.

Keywords: (3E)-Dodecen-12-olide; (3Z)-dodecen-12-olide; Julia–Kocienski olefination; emerald ash borer

Document Type: Research Article

Affiliations: 1: Department of Chemistry,University of New Brunswick, Fredericton,New Brunswick, Canada 2: Canadian Forestry Service–Atlantic, Fredericton, New Brunswick, Canada

Publication date: 15 May 2013

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