Convenient Formation of Diphenylmethyl Esters Using Diphenylmethyl Trichloroacetimidate
作者:John Chisholm、Arijit Adhikari、Jigisha Shah、Kyle Howard、Christopher Russo、Daniel Wallach、Matthew Linaburg
DOI:10.1055/s-0033-1340293
日期:——
Diphenylmethyl trichloroacetimidate is a useful reagent for the protection of carboxylic acids as their corresponding diphenylmethyl esters. These esterifications proceed rapidly without the need for an added catalyst or promoter. A variety of carboxylic acid substrates undergo esterification in excellent yields with the trichloroacetimidate reagent, including substrates possessing acid- or base-sensitive functionality. Protection of a carboxylic acid with a highly enolizable alpha-stereocenter using diphenylmethyl imidate was also accomplished without racemization.