Tetrahedron

Tosylated glycerol carbonate, a versatile bis-electrophile to access new functionalized glycidol derivatives

J Rousseau, C Rousseau, B Lynikaite, A Šačkus…

Index: Rousseau, Jolanta; Rousseau, Cyril; Lynikaite, Benita; Sackus, Algirdas; de Leon, Claudia; Rollin, Patrick; Tatibouet, Arnaud Tetrahedron, 2009 , vol. 65, # 41 p. 8571 - 8581

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Citation Number: 54

Abstract

The reactivity of tosylated glycerol carbonate 2 toward nucleophiles has been exploited to generate glycidol analogues protected with carbonate or carbamate groups. The activated glycerol 2 is a reasonable linking agent with thiol and alcohol nucleophiles and an excellent and selective one with primary amines, allowing efficient bis-functionalizations of glycerol.