Synthetic application of alkyl (E)-2-tributylstannyl-2-alkenoates: Selective synthesis of (S)-1-methylbutyl (E)-2-methyl-2-pentenoate, an aggregation pheromone component of Rhyzopertha dominica and Prostephanus truncatus

Article abstract of DOI:10.1080/00397919308009761

Stereoisomerically pure (S)-1-methylbutyl (E)-2-methyl-2-pentenoate (dominicalure-1), (S)(E)-11, an aggregation pheromone component for the lesser and the greater grain borers, has been efficiently synthesized from the main product of the palladium-catalyzed reaction between ethyl 2-pentynoate, 1a, and Bu₃SnH, i.e. ethyl (E)-2-tributylstannyl-2-pentenoate, (E)-2a.

Full text of DOI:10.1080/00397919308009761

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Synthetic Communications: An
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Organic Chemistry
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Synthetic Applications of
Alkyl (E)-2-Tributylstannyl-2-
alkenoates: Selective Synthesis
of (S)-1-Methylbutyl (E)-2-
Methyl-2-pentenoate, an
Aggregation Pheromone
Component of Rhyzopertha
dominica and Prostephanus
truncatus
Renzo Rossi a , Adriano Carpita a & Paolo Cossi 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: Renzo Rossi , Adriano Carpita & Paolo Cossi (1993) Synthetic
Applications of Alkyl (E)-2-Tributylstannyl-2-alkenoates: Selective Synthesis of (S)-1-
Methylbutyl (E)-2-Methyl-2-pentenoate, an Aggregation Pheromone Component of
Rhyzopertha dominica and Prostephanus truncatus , Synthetic Communications: An
International Journal for Rapid Communication of Synthetic Organic Chemistry, 23:2,
143-152, DOI: 10.1080/00397919308009761
To link to this article: http://dx.doi.org/10.1080/00397919308009761

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