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Synthesis of Benzyl Esters Using 2-Benzyloxy-1-methylpyridinium Triflate

Jumreang Tummatorn, Philip A. Albiniak and Gregory B. Dudley*

*Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306-4390, Email: gdudleychem.fsu.edu

J. Tummatorn, P. A. Albiniak, G. B. Dudley, J. Org. Chem., 2007, 72, 8962-8964.

DOI: 10.1021/jo7018625 (free Supporting Information)


Abstract

Triethylamine mediates esterification reactions between 2-benzyloxy-1-methylpyridinium triflate and carboxylic acids. Alcohols, phenols, amides, and other sensitive functionality are not affected; a dual role for triethylamine as a promoter and a scavenger is postulated.

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Mix-and-Heat Benzylation of Alcohols Using a Bench-Stable Pyridinium Salt

K. W. C. Poon, G. B. Dudley, J. Org. Chem., 2006, 71, 3923-3927.


Key Words

Benzyl Esters


ID: J42-Y2007-3600