Synthesis of benzyl esters using 2-benzyloxy-1-methylpyridinium triflate.

Jumreang Tummatorn, Philip A Albiniak, Gregory B Dudley

Index: J. Org. Chem. 72 , 8962, (2007)

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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.