Tetrahedron: asymmetry

Correlation between distance of the perturbing groups and enantioselectivity of the lipase catalyzed acetylation of acyclic sec alcohols

E Ljubović, V Šunjić

Index: Ljubovic, Edina; Sunjic, Vitomir Tetrahedron Asymmetry, 1997 , vol. 8, # 1 p. 1 - 4

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Citation Number: 11

Abstract

Study of kinetic resolutions of racemic sec alcohols 1–4, by acetylation to 5–8 with a series of microbial lipases in n-hexane, revealed the broadest selectivity of Geotrichum candidum (GCL) and Candida cylindracea (CCL (S), from Sigma) lipase in accepting these conformationaly flexible substrates. Surprisingly, for both lipases nonmonotonous correlation between E-value and the distance (n) of perturbing groups in 1–4 is observed. ...