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Chiral ion pairs in catalysis: lithium salts of chiral metallocomplex anions as catalysts for asymmetric C-C bond formation

Lookup NU author(s): Professor Michael North

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Abstract

A series of Co(III) anionic complexes of Schiff bases obtained from substituted salicylaldehydes and optically active amino acids has been synthesized. The ion pairing of these anions to a lithium cation can be used to induce asymmetry into lithium-catalyzed trimethylsilylcyanation of aldehydes and Michael reactions. The influence of the temperature. solvent polarity and structural modification of the chiral anion on the enantioselectivity of the catalysis has been investigated. (c) 2009 Elsevier Ltd. All rights reserved.

Publication metadata

Author(s): Belokon' YN, Maleev VI, Kataev DA, Saveleva TF, Skrupskaya TV, Nelyubina YV, North M

Publication type: Article

Publication status: Published

Journal: Tetrahedron: Asymmetry

Year: 2009

Volume: 20

Issue: 15

Pages: 1746-1752

ISSN (print): 0957-4166

ISSN (electronic): 1362-511X

Publisher: Pergamon

URL: http://dx.doi.org/10.1016/j.tetasy.2009.06.006

DOI: 10.1016/j.tetasy.2009.06.006

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