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An Efficient Synthesis of Carbamates by Tin-Catalyzed Transcarbamoylation Reactions of Primary and Secondary Alcohols

Yoshiyasu Ichikawa*, Yukinori Morishita, Shuhei Kusaba, Naoto Sakiyama, Yasunori Matsuda, Keiji Nakano, Hiyoshizo Kotsuki

*Faculty of Science, Kochi University, Akebono-cho, Kochi 780-8520, Japan, Email: ichikawakochi-u.ac.jp

Y. Ichikawa, Y. Morishita, S. Kusaba, N. Sakiyama, Y. Matsuda, K. Nakano, H. Kotsuki, Synlett, 2010, 1815-1818.

DOI: 10.1055/s-0030-1258102


Abstract

A tin-catalyzed transcarbamoylation of primary and secondary alcohols with phenyl carbamate proceeds smoothly in toluene at 90˚C  to generate the corresponding carbamates in good yields. This mild method exhibits a broad functional-group tolerance.

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Key Words

transcarbamoylation, carbamates, tin catalyst, phenyl carbamate


ID: J60-Y2010-1870