Tetrahedron letters

Mesyl guaiacol: a versatile intermediate for the synthesis of 5-aminomethyl guaiacol and related compounds

…, V Pevere, JR Desmurs, A Wagner, C Mioskowski

Index: Bensel, Nicolas; Pevere, Virginie; Desmurs, Jean Roger; Wagner, Alain; Mioskowski, Charles Tetrahedron Letters, 2002 , vol. 43, # 23 p. 4281 - 4283

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Citation Number: 11

Abstract

An original synthetic pathway for the preparation of 5-substituted guaiacol derivatives is described. This method relies on the deactivation of the phenol group by converting it into the corresponding mesyl ester. Amidomethylation reactions lead to regioselective C C bond formation at the 5-position of guaiacol. Thus, 5-aminomethyl-guaiacol was obtained in four steps and 75% overall yield.