Highly Powerful and Practical Acylation of Alcohols with Acid Anhydride Catalyzed by Bi(OTf)3
Akihiro Orita, Chiaki Tanahashi, Atsushi Kakuda and Junzo Otera*
*Okayama University of Science, 1-1 Ridai-Cho, Okayama 700-0005, Japan
A. Orita, C. Tanahashi, A. Kakuda, J. Otera, J. Org. Chem., 2001, 66, 8926-8934.
DOI: 10.1021/jo0107453
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Abstract
Bi(OTf)3 catalyzes mild acylations of alcohols with acid anhydrides. Sterically demanding or tertiary alcohols could be acylated smoothly. Less reactive acylation reagents such as benzoic and pivalic anhydride are also activated. Methanolysis of the unreacted anhydrides into easily separable methyl ester realized quite easy separations of the desired pivaloylated or benzoylated products.
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Key Words
ID: J42-Y2001
