New approaches to synthetic receptors. Studies on the synthesis and properties of macrocyclic C-glycosyl compounds as chiral, water-soluble cyclophanes

CS Wilcox, MD Cowart

Index: Wilcox, Craig S.; Cowart, Marlon D. Carbohydrate Research, 1987 , vol. 171, p. 141 - 160

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Citation Number: 30

Abstract

Abstract In an approach for the preparation of macrocyclic C-glycosyl compounds, the C- glycosyl residue is synthesized by acid-assisted reduction of a cyclic hemiacetal with sodium cyanoborohydride. Macrocycle formation is effected by the reaction of a symmetrical bis (C- glycosyl) derived diamine with a dicarboxylic acid dichloride. The product macrocycles are presented as the first examples of a new type of chiral, water-soluble cyclophane. ...