Tetrahedron

Chemoenzymatic synthesis of chiral unsymmetrical benzoin esters

P Hoyos, V Pace, JV Sinisterra, AR Alcántara

Index: Hoyos, Pilar; Pace, Vittorio; Sinisterra, Jose V.; Alcantara, Andres R. Tetrahedron, 2011 , vol. 67, # 38 p. 7321 - 7329

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Citation Number: 22

Abstract

A chemoenzymatic Dynamic Kinetic Resolution (DKR) of unsymmetrical benzoins (Ar1≠ Ar2) has been carried out, by using Pseudomonas stutzeri lipase stereorecognition pattern. After studying this lipase behaviour, a high preference towards acylation of those benzoins containing substituents in the phenyl ring rather than in the benzoyl moiety was observed. This fact allowed the development of the DKR process of this kind of substrates, avoiding ...