A Simple, General, and Highly Chemoselective Acetylation of Alcohols Using Ethyl Acetate as the Acetyl Donor Catalyzed by a Tetranuclear Zinc Cluster
A Simple, General, and Highly Chemoselective Acetylation of Alcohols Using Ethyl Acetate as the Acetyl Donor Catalyzed by a Tetranuclear Zinc Cluster
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DOI：
10.1055/s-0029-1217335
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发表时间：
2009-06-17
期刊：
影响因子：
2
通讯作者：
Mashima, Kazushi
中科院分区：
文献类型：
--
作者：
Iwasaki, Takanori;Maegawa, Yusuke;Mashima, Kazushi
在锌原子簇催化剂存在下，醇只需在乙酸乙酯中回流即可有效地转化为相应的乙酸酯。温和的反应条件使各种官能化醇类的反应能够以较好的产率进行到很好的产率。此外，即使使用了大量过量的乙酰基供体，在高度亲核的脂肪族氨基存在下，羟基也被选择性地乙酰化，接近于酶体系的化学选择性。
In the presence of a Zn-cluster catalyst, alcohols are efficiently converted to the corresponding acetate just by refluxing in EtOAc. The mild reaction conditions enabled the reactions of various functionalized alcohols to proceed in good to excellent yield. Moreover, even when a large excess of the acetyl donor is used, the hydroxyl groups are selectively acetylated in the presence of highly nucleophilic aliphatic amino groups, approaching chemoselectivity to that of enzymatic system.