title: Synthesis of benzyl esters using 2-benzyloxy-1-methylpyridinium triflate.
abstract: Triethylamine (Et3N) mediates esterification reactions between the title reagent (1) and carboxylic acids. Alcohols, phenols, amides, and other sensitive functionality are not affected; a dual role for Et3N as a promoter and a scavenger is postulated. Benzyl esters are obtained from substrates including amino acid and sugar derivatives.
authors.affiliation: Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL 32306-4390, USA.
authors.forename: Jumreang
authors.initials: J
authors.lastname: Tummatorn
authors.forename: Philip A
authors.initials: PA
authors.lastname: Albiniak
authors.forename: Gregory B
authors.initials: GB
authors.lastname: Dudley
mesh_terms: D002264:Carboxylic Acids / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D011726:Pyridinium Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C525419:2-benzyloxy-1-methylpyridinium triflate; D002264:Carboxylic Acids; D004952:Esters; D008698:Mesylates; D011726:Pyridinium Compounds