Diastereoselective Additions to C,C Double Bonds Applied to the Enantioselective Synthesis of Pyrethroic Acids

Alain Krief; Alexandre Froidbise

doi:10.2174/157019305774322680

ISSN: 1570-193X
E-ISSN: 1875-6298

Diastereoselective Additions to C,C Double Bonds Applied to the Enantioselective Synthesis of Pyrethroic Acids
Authors: Alain Krief¹ and Alexandre Froidbise²
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¹ Laboratoire de Chimie Organique de Synthese, Departement de Chimie, Facultes Universitaires N.D de la Paix, 61 rue de Bruxelles, B-5000-Namur, Belgium. ² Laboratoire de Chimie Organique de Synthese, Departement de Chimie, Facultes Universitaires N.D de la Paix, 61 rue de Bruxelles, B-5000-Namur, Belgium.
Source: Mini-Reviews in Organic Chemistry, Volume 2, Issue 4, Oct 2005, p. 299 - 312
DOI: https://doi.org/10.2174/157019305774322680
- Available online: 01 Oct 2005

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Abstract

Detailed review on enantioselective synthesis of methyl (1R)-trans-chrysanthemate and related methyl (1R)-cis-deltamethrinate is presented. These commercially available esters of vinylcyclopropanecarboxylic acids belong to pyrethroids class of insecticides. They are used as single enantiomers for domestic and agricultural purpose. They are almost 3.5 10 4 more active than DDT and are biodegradable.

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Article Type: Review Article

Keyword(s): addition; asymmetric induction; cyclopropanation; olefination reactions; phosphorus ylides; sulfur ylides; vinyl cyclopropane carboxylic esters

Diastereoselective Additions to C,C Double Bonds Applied to the Enantioselective Synthesis of Pyrethroic Acids

Abstract

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