Organic Chemistry Portal

Abstracts

Search:

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: ohshimachem.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 (free Supporting Information)


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



Transesterification of Various Methyl Esters Under Mild Conditions Catalyzed by Tetranuclear Zinc Cluster

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