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.
see article for more examples
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
