On the Regioselective Acylation of 1, 6-Anhydro-β-d-and l-Hexopyranoses Catalysed by Lipases: Structural Basis and Synthetic Applications

…, C Tellier, C Rabiller

Index: Boissiere-Junot, Nathalie; Tellier, Charles; Rabiller, Claude Journal of Carbohydrate Chemistry, 1998 , vol. 17, # 1 p. 99 - 115

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Citation Number: 6

Abstract

Abstract With the aim of providing new methods for the regioselective protection at the 2, 3 and 4 positions of monosaccharides, we have studied the acetylation of a class of rigid sugars: the 1, 6-anhydro-β-d-and l-hexopyranoses (hexopyranosanes D-1 to D-5 and L-1 to L-5), using vinyl acetate as an acyl donor and two common lipases, Candida rugosa and Pseudomonas cepacia, as catalysts. Our results indicate that the relative orientation of the ...