Convenient Formation of Diphenylmethyl Esters Using Diphenylmethyl Trichloroacetimidate

Arijit A. Adhikari, Jigisha P. Shah, Kyle T. Howard, Christopher M. Russo, Daniel R. Wallach, Matthew R. Linaburg, John D. Chisholm

Research output: Contribution to journalArticlepeer-review

20 Scopus citations


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 α-stereocenter using diphenylmethyl imidate was also accomplished without racemization.

Original languageEnglish (US)
Article numberST-2013-S0967-L
Pages (from-to)283-287
Number of pages5
Issue number2
StatePublished - Jan 2014


  • C-O bond formation
  • chemoselectivity
  • esterification
  • esters
  • protecting groups

ASJC Scopus subject areas

  • Organic Chemistry


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