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Mini-Reviews in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-193X
ISSN (Online): 1875-6298

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

Author(s): Alain Krief and Alexandre Froidbise

Volume 2, Issue 4, 2005

Page: [299 - 312] Pages: 14

DOI: 10.2174/157019305774322680

Price: $65

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.

Keywords: addition, vinyl cyclopropane carboxylic esters, cyclopropanation, sulfur ylides, phosphorus ylides, asymmetric induction, olefination reactions

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