Titanium Catalyzed Enantioselective Oxidation of Thioethers with Hydrogen Peroxide

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


Volume 11, 4 Issues, 2014


Download PDF Flyer




Mini-Reviews in Organic Chemistry

Aims & ScopeAbstracted/Indexed in

Ranking and Category:
  • 39th of 57 in Chemistry, Organic

Submit Abstracts Online Submit Manuscripts Online

View Full Editorial Board

Subscribe Purchase Articles Order Reprints

Current: 1.063
5 - Year: 1.773

Titanium Catalyzed Enantioselective Oxidation of Thioethers with Hydrogen Peroxide

Author(s): Konstantin P. Bryliakov

Affiliation: Boreskov Institute of Catalysis, Siberian Branch of the Russian Academy of Sciences, Pr. Lavrentieva 5, 630090, Novosibirsk, Russia.

Abstract

Catalytic asymmetric oxidation of prochiral sulfides has been a challenging goal for years, which reflects the importance of sulfinyl group as a chiral controller in many organic transformations, as well as the existence of natural and synthetic biologically active products that need a sulfinyl group with a defined stereoconfiguration. 30 years ago, owing to the milestone discoveries of Kagan and Modena, titanium-dialkyltartrate/alkyl hydroperoxide catalyst systems emerged as the protagonists in this area. In the last decade, various types of novel titanium based catalyst systems were developed, exploiting ‘green’ hydrogen peroxide as the terminal oxidant. This mini-review is aimed at discussing recent advances in enantioselective sulfoxidations with H2O2 in the presence of new generation chiral titanium catalysts, demonstrating high reactivity, efficiency, and enantioselectivity, which are likely to contribute to preparative syntheses of biologically active sulfoxides in near future. Peculiarities of their behavior and mechanisms of their catalytic action are discussed. Their viability is analyzed from the industrial and green chemistry perspectives.

Keywords: Asymmetric synthesis, homogeneous catalysis, hydrogen peroxide, kinetic resolution, mechanism, sulfoxides, titanium.

Download Free Rights and Permissions

Article Details

Volume: 11
Issue Number: 1
First Page: 87
Last Page: 96
Page Count: 10
DOI: 10.2174/1570193X10704010001
Advertisement

Related Journals




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