Chemo-and stereoselective monobenzoylation of 1, 2-diols catalyzed by organotin compounds

…, O Onomura, W Nakashima, Y Matsumura

Index: Iwasaki, Fumiaki; Maki, Toshihide; Onomura, Osamu; Nakashima, Waka; Matsumura, Yoshihiro Journal of Organic Chemistry, 2000 , vol. 65, # 4 p. 996 - 1002

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Citation Number: 96

Abstract

A new facile method for monoacylation of diols has been developed. A variety of cyclic and acyclic diols, in particular 1, 2-diols, were selectively monobenzoylated in good yields by the reaction with benzoyl chloride in the presence of a catalytic amount of dimethyltin dichloride and inorganic bases such as potassium carbonate. Furthermore, the method was successfully applied to a kinetic resolution of racemic 1-phenyl-1, 2-ethanediol using a ...