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Widely Useful DMAP-Catalyzed Esterification under Auxiliary Base- and Solvent-Free Conditions

Akira Sakakura, Kimio Kawajiri, Takuro Ohkubo, Yuji Kosugi and Kazuaki Ishihara*

*Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8603, Japan, Email: ishiharacc.nagoya-u.ac.jp

A. Sakakura, K. Kawajiri, T. Ohkubo, Y. Kosugi, K. Ishihara, J. Am. Chem. Soc., 2007, 129, 14775-14779.

DOI: 10.1021/ja075824w (free Supporting Information)


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Abstract

Surprisingly, only a 0.05-2 mol % of DMAP can efficiently promote acylation of alcohols with acid anhydrides under auxiliary base- and solvent-free conditions to give the corresponding esters in high yields. Furthermore, the recovery and reuse of commercially available polystyrene-supported DMAP was achieved without using any solvents.

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Key Words

Acylation, Esterification


ID: J48-Y2007-3770