Tetrahedron Letters

Protecting group free syntheses of (±)-columbianetin and (±)-angelmarin

EBJ Harris, MG Banwell, AC Willis

Index: Harris, Eric B.J.; Banwell, Martin G.; Willis, Anthony C. Tetrahedron Letters, 2011 , vol. 52, # 51 p. 6887 - 6889

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Citation Number: 12

Abstract

A five-step and protecting group free synthesis of (±)-columbianetin from cyclohexane-1, 3- dione is reported. The former compound was converted into its p-hydroxycinnamate derivative,(±)-angelmarin, using Coster's esterification procedure. Efforts to modify the synthesis so as to prepare angelmarin and columbianetin in an enantioselective manner are described.