Metal(salen) Complex Catalysed, Asymmetric Synthesis of (S)-2-hydroxy- (3-Phenoxyphenyl)acetonitrile Derivatives

ISSN: 2213-347X (Online)
ISSN: 2213-3461 (Print)


Volume 1, 3 Issues, 2014






Current Green Chemistry

Aims & ScopeAbstracted/Indexed in


Submit Abstracts Online Submit Manuscripts Online

Editor-in-Chief:
György Keglevich
Budapest University of Technology and Economics
Budapest
Hungary


View Full Editorial Board

Subscribe Purchase Articles Order Reprints


Metal(salen) Complex Catalysed, Asymmetric Synthesis of (S)-2-hydroxy- (3-Phenoxyphenyl)acetonitrile Derivatives

Author(s): Michael North and James Watson

Affiliation: School of Chemistry and University Research Centre in Catalysis and Intensified Processing, Newcastle University, Bedson Building, Newcastle upon Tyne, NE1 7RU, England, UK

Abstract

The synthesis of (S)-2-hydroxy-(3-phenoxyphenyl)acetonitrile derivatives (components of pyrethroid insecticides) by the asymmetric addition of three different cyanide sources to 3-phenoxybenzaldehyde is investigated. Titanium and vanadium(salen) complexes are used as asymmetric catalysts and the processes are analyzed on the basis of both degree of asymmetric induction and relative cost to determine the commercially most viable synthesis. This provides a greener route to pyrethroid insecticides since the enantiomers of synthetic pyrethroids have different insecticidal activity, toxicity and environmental persistence. Thus, by producing only the stereoisomer with the most desirable properties, the production of waste and material with inferior effects on biological organisms and the environment can be avoided.

Keywords: Asymmetric, cyanohydrin, insecticide, pyrethroid, salen, titanium, vanadium.

Download Free Rights and Permissions

Article Details

Volume: 1
Issue Number: 1
First Page: 66
Last Page: 72
Page Count: 7
DOI: 10.2174/221334610101131218095104
Advertisement

Related Journals




Webmaster Contact: urooj@benthamscience.org Copyright © 2014 Bentham Science