A Simple, General, and Highly Chemoselective Acetylation of Alcohols Using Ethyl Acetate as the Acetyl Donor Catalyzed by a Tetranuclear Zinc Cluster
Takanori Iwasaki, Yusuke Maegawa, Yukiko Hayashi, Takashi Ohshima*, Kazushi Mashima*
*Department of Chemistry, Graduate School of Engineering
Science, Osaka University, Toyonaka, Osaka 560-8531, Japan, USA, Email: ohshima
chem.es.osaka-u.ac.jp,
mashimachem.es.osaka-u.ac.jp
T. Iwasaki, Y. Maegawa, Y. Hayashi, T. Ohshima, K. Mashima, Synlett, 2009, 1659-1663.
DOI: 10.1055/s-0029-1217335
Abstract
In the presence of a Zn-cluster catalyst, alcohols are efficiently converted to the corresponding acetates in very good yields just by refluxing in EtOAc. The mild reaction conditions enabled a selective acetylation of various functionalized alcohols even in the presence of highly nucleophilic aliphatic amino groups.
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T. Iwasaki, Y. Maegawa, Y. Hayashi, T. Ohshima, K. Mashima, J. Org. Chem., 2008, 73, 5147-5150.
Key Words
zinc clusters, catalysis, acetylations, transesterifications, green chemistry
ID: J60-Y2009-1870
