Tetrahedron: Asymmetry

Preparation of various enantiomerically pure (benzotriazol-1-yl)-and (benzotriazol-2-yl)-alkan-2-ols

BK Pchelka, A Loupy, A Petit

Index: Pchelka, Beata K.; Loupy, Andre; Petit, Alain Tetrahedron Asymmetry, 2006 , vol. 17, # 17 p. 2516 - 2530

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Citation Number: 16

Abstract

(S)-(−)-(Benzotriazol-1-yl)-and (S)-(−)-(benzotriazol-2-yl)-alkan-2-ols 7a–9a, 7b–9b and their (R)-(+)-acetates 10a–12a and 10b–12b were prepared in high enantiomeric excess via lipase from Pseudomonas fluorescens (Amano AK) catalyzed enantioselective acetylation of racemic alcohols 4a–6a and 4b–6b with vinyl acetate in tert-butyl methyl ether or toluene at 23° C. The enantioselectivity of this transformation was dependent on the length of the ...