A Simple and Powerful tert-Butylation of Carboxylic Acids and Alcohols

Chie Ogasa, Kimika Kayano, Kosuke Namba*

*Pharmaceutical Sciences, Tokushima University, 1-78-1, Shomachi, Tokushima 770-8505, Japan, Email: nambatokushima-u.ac.jp

C. Ogasa, K. Kayano, K. Namba, Synlett, 2024, 35, 235-239.

DOI: 10.1055/a-2161-9689

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Abstract

Treatment of various free amino acids with 1.1 equivalents of bis(trifluoromethanesulfonyl)imide in tert-butyl acetate directly afforded tert-butyl esters with free amino groups quickly and in good yields. In addition, various carboxylic acids and alcohols without amino groups were converted into tert-butyl esters and ethers, respectively, in high yields in the presence of catalytic amounts of Tf₂NH.

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Key Words

amino acids, tert-butyl esters, tert-butyl ethers, bis(trifluoromethanesulfonyl)imide

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ID: J72-Y2024