A simple synthesis of (R)(S)(E)-3,7-dimethyl-2-octene-1,8-dioic acid, a copulation release pheromone component of the azuki bean weevil

Article abstract of DOI:10.1080/00397919308012599

(R)(S)(E)-3,7-dimethyl-2-octene-1,8-dioic acid, (R)(S)(E)-1, also named callosobruchusic acid, has been synthetized in five steps using a simple reaction sequence based on the zirconium-catalyzed methylalumination of commercially available 4-pentyn-1-ol, 2a, or its O-tert-butyldimethylsilyl ether, 2b.

Full text of DOI:10.1080/00397919308012599

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Synthetic Communications: An
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A Simple Synthesis of (R)(S)
(E)-3,7-Dimethyl-2-octene-1,8-
dioc Acid, a Copulation Release
Pheromone Component of the
Azuki Bean Weevil
Elisabetta Adorni Fontana a , Adriano Carpita a &
Elena Rossi a
a Dipartimento di Chimica e Chimica Industriale ,
Università di Pisa , Via Risorgimento 35, I-56126,
Pisa, Italy
Published online: 23 Sep 2006.
To cite this article: Elisabetta Adorni Fontana , Adriano Carpita & Elena Rossi (1993)
A Simple Synthesis of (R)(S)(E)-3,7-Dimethyl-2-octene-1,8-dioc Acid, a Copulation
Release Pheromone Component of the Azuki Bean Weevil, Synthetic Communications:
An International Journal for Rapid Communication of Synthetic Organic Chemistry,
23:20, 2797-2805, DOI: 10.1080/00397919308012599
To link to this article: http://dx.doi.org/10.1080/00397919308012599
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