Practical and Efficient Acylation and Tosylation of Sterically Hindered Alcohols Catalyzed with 1-Methylimidazole

摘要

Acylation of sterically hindered alcohols is frequently encountered in synthetic chemistry. An efficient and mild procedure for tosylation and esterification of sterically hindered hydroxyl groups with p-TsCl, Ac2O and Bz2O in the presence of 1-methylimidazole is described. It was observed that auxiliary base, triethylamine, accelerates the acylation reaction.