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Hemisquaramide Tweezers as Organocatalysts: Synthesis of Cyclic Carbonates from Epoxides and CO2

Kazuto Takaishi*, Takafumi Okuyama, Shota Kadosaki, Masanobu Uchiyama, Tadashi Ema*

*Division of Applied Chemistry, Graduate School of Natural Science and Technology, Okayama University, Tsushima, Okayama 700-8530, Japan, Email: takaishiokayama-u.ac.jp, emacc.okayama-u.ac.jp

K. Takaishi, T. Okuyama, S. Kadosaki, M. Uchiyama, T. Ema, Org. Lett., 2019, 21, 1397-1401.

DOI: 10.1021/acs.orglett.9b00117 (free Supporting Information)


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Abstract

A H8-binaphthyl-linked hemisquaramide catalyst accelerated the synthesis of cyclic carbonates from epoxides and CO2 under mild and solvent-free conditions. Kinetic resolution was also achieved at −20C (s = 3.0).

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Key Words

dioxolanones, organocatalysis


ID: J54-Y2019