Enantiomerically pure tetrahydro-5-oxo-2-furancarboxylic esters from dialkyl 2-oxoglutarates

S Drioli, P Nitti, G Pitacco, L Tossut, E Valentin

Index: Drioli, Sara; Nitti, Patrizia; Pitacco, Giuliana; Tossut, Laura; Valentin, Ennio Tetrahedron Asymmetry, 1999 , vol. 10, # 14 p. 2713 - 2728

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Citation Number: 22

Abstract

Enantiomerically pure tetrahydro-5-oxo-2-furancarboxylic esters can be prepared either by enzymatic resolution of the racemic γ-lactones themselves or by bioreduction with baker's yeast of dialkyl 2-oxoglutarates and subsequent cyclization of the resulting dialkyl 2- hydroxyglutarates. The best results were obtained by the former route, by which the desired compounds were isolated in high enantiomeric excess. Bioreductions were less ...