Enantioselective synthesis of haminol-1, an alarm pheromone of a mediterranean mollusc

The first enantioselective synthesis of (−)-(R)-haminol-1 is described in this paper. The chiral part of the molecule was prepared by reduction of an optically active β-ketosulfoxide. The all-trans trienic part was stereoselectively synthesized via reductive elimination of a 1,6-dibenzoate-2,4-diene...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 1997-03, Vol.8 (5), p.801-810
Main Authors: Solladié, Guy, Somny, Frédéric, Colobert, Françoise
Format: Article
Language:English
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Summary:The first enantioselective synthesis of (−)-(R)-haminol-1 is described in this paper. The chiral part of the molecule was prepared by reduction of an optically active β-ketosulfoxide. The all-trans trienic part was stereoselectively synthesized via reductive elimination of a 1,6-dibenzoate-2,4-diene with sodium amalgam. Graphic
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(97)00025-6