Tetrahedron letters

Selective deprotection of esters using magnesium and methanol

YC Xu, E Lebeau, C Walker

Index: Xu, Yao-Chang; Lebeau, Elaine; Walker, Clint Tetrahedron Letters, 1994 , vol. 35, # 34 p. 6207 - 6210

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Citation Number: 18

Abstract

Abstract The use of magnesium metal in methanol for the deprotection of alkyl esters is described. This mild reagent also provides good to excellent selectivity to cleave different esters. The order of the reactivity of this reagent towards acyl cleavages was found to be: p- nitrobenzoate> acetate> benzoate> pivaloate> trifluroacetamide.