Enhanced and reversed enantioselectivity of enzymic hydrolysis by simple substrate modifications: the case of 3-hydroxyglutarate diesters

E Santaniello, M Chiari, P Ferraboschi…

Index: Santaniello, Enzo; Chiari, Marcella; Ferraboschi, Patrizia; Trave, Susanna Journal of Organic Chemistry, 1988 , vol. 53, # 7 p. 1567 - 1569

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Citation Number: 39

Abstract

As determined by HPLC analysis of the diastereomeric mixture 2b, according to ref 8. bHydrolyses were stopped at a 50% consumption of theoretical amount of 1 N NaOH.'Determined by 200-MHz'H NMR analysis of derivatives 2e and 2f the COCHB resonances were at 1.96 ppm for R isomer and 1.94 ppm for the S isomer. dAt 50% consumption of 1 equiv of base, ee for this compound was 98%.