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Further Development of the Tin-Catalyzed Transcarbamoylation Reaction

Yoshiyasu Ichikawa*, Tomoyuki Hasegawa, Takahiro Minami, Hiroshi Sato, Yukinori Morishita, Rika Ochi, Toshiya Masuda

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

Y. Ichikawa, T. Hasegawa, T. Minami, H. Sato, Y. Morishita, R. Ochi, T. Masuda, Synthesis, 2020, 52, 2373-2378.

DOI: 10.1055/s-0040-1708020


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Abstract

Methyl carbamate is an economical carabamoyl donor in tin-catalyzed transcarbamoylation, with broad functional group tolerance and a streamlined workup procedure. A unique synthetic method was developed for the preparation of carbamate-tethered terpene glycoconjugates.

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

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


Key Words

carbamates, transcarbamoylation, tin, rearrangement, terpenes, glycoconjugates


ID: J66-Y2020