Catalytic, Asymmetric Synthesis of Cyanohydrin Esters: The Effect of Anhydride Structure on Enantioselectivity

Y.   N.   Belokon; P.      Carta; M.      North

doi:10.2174/1570178043488617

Abstract

A bimetallic titanium(salen) complex has been shown to catalyse the asymmetric addition of potassium cyanide to aldehydes in the presence of a range of anhydrides, leading to cyanohydrin esters. Linear aliphatic anhydrides (acetic and propionic) gave products with higher enantiomeric purity than those obtained using pivalic or benzoic anhydrides.

Keywords: cyanohydrin, catalyst, ester, titanium, salen

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Letters in Organic Chemistry

Title: Catalytic, Asymmetric Synthesis of Cyanohydrin Esters: The Effect of Anhydride Structure on Enantioselectivity

Volume: 1 Issue: 1

Author(s): Y. N. Belokon, P. Carta and M. North

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Keywords: cyanohydrin, catalyst, ester, titanium, salen

Abstract: A bimetallic titanium(salen) complex has been shown to catalyse the asymmetric addition of potassium cyanide to aldehydes in the presence of a range of anhydrides, leading to cyanohydrin esters. Linear aliphatic anhydrides (acetic and propionic) gave products with higher enantiomeric purity than those obtained using pivalic or benzoic anhydrides.

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Belokon N. Y., Carta P. and North M., Catalytic, Asymmetric Synthesis of Cyanohydrin Esters: The Effect of Anhydride Structure on Enantioselectivity, Letters in Organic Chemistry 2004; 1 (1) . https://dx.doi.org/10.2174/1570178043488617