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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 12
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Original Articles

Sex Pheromone of Chilo Suppressalis: Efficient Syntheses of (Z)-11-Hexadecenal, (Z)-13-Octadecenal And (Z)-9-Hexadecenal

Salvador Gil Departamento de QuíAmica OrgáAnica, Facultad de Quimica, Universitat de Valencia, Dr. Moliner 50, BURJASSOT, (Valencia), SPAIN
,
Miguel A. LáAzaro Departamento de QuíAmica OrgáAnica, Facultad de Quimica, Universitat de Valencia, Dr. Moliner 50, BURJASSOT, (Valencia), SPAIN
,
Ramóan Mestres Departamento de QuíAmica OrgáAnica, Facultad de Quimica, Universitat de Valencia, Dr. Moliner 50, BURJASSOT, (Valencia), SPAIN
&
Margarita Parra Departamento de QuíAmica OrgáAnica, Facultad de Quimica, Universitat de Valencia, Dr. Moliner 50, BURJASSOT, (Valencia), SPAIN
Pages 2329-2340 | Received 24 Nov 1995, Published online: 23 Aug 2006
 
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Abstract

The constituents of the sex attractant pheromone of Chilo suppressalis: (Z)-11-Hexedecenal 1, (Z)-13-octadecenenal 2 and (Z)-9-Hexadecenal 3 have been synthesized as their ethylene acetals 19, 15 and 13, in six steps from easily available compounds. The synthetic methodology can be applied to preparative scale.

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Related Research Data

A Facile Synthesis of 11-Dodecynal
Source: Informa UK Limited
Preparation of pheromones by simple procedures
Source: Walter de Gruyter GmbH
Pheromone, XXVII. Stereoselektive Synthese von (Z)‐13‐Octadecenal, einer Komponente des Pheromons des Reisstengelbohrers Chilo suppressalis (Lepidoptera)
Source: Wiley
Convenient syntheses of bifunctional C12-acyclic compounds from cyclododecanone
Source: Royal Society of Chemistry (RSC)
Ozonolytic cleavage of cycloalkenes to terminally differentiated products
Source: Elsevier BV
The synthesis of insect sex phermones
Source: Elsevier BV
Pheromones; 87.1 An Efficient Synthesis of (6E,11Z)-6,11-Hexadecadienyl Acetate and (6E,11Z)-6,11-Hexadecadienal: Female Sex Pheromone Components of Antheraea pernyi and
Source: Georg Thieme Verlag KG
Alkylation of stabilized acetylides in DMSO. Preparation of α,β-acetylenic alcohols and acetals.
Source: Elsevier BV
Components of the Sex Pheromone of Chilo Supressalis: Efficient Syntheses of (Z)-11-Hexadecenal and (Z)-13-Octadecenal
Source: Informa UK Limited
The Biosynthetic Pathway of (Z)-11-Hexadecenal, the Sex Pheromone Component of the Rice Stem Borer, Chilo sappressalis WALKER (Lepidoptera: Pyralidae)
Source: Oxford University Press (OUP)

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