Journal
ORGANIC LETTERS
Volume 21, Issue 5, Pages 1397-1401Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00117
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Funding
- JSPS KAKENHI [JP16H01030]
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Hemisquaramide tweezers, a new family of H-bond donor organocatalysts, are reported. The catalysts could be synthesized within two steps. Among them, H-8-binaphthyl-linked hemisquaramide 7 markedly accelerated the synthesis of cyclic carbonates from epoxides and CO2. The reactions proceeded well under mild and solvent-free conditions. Kinetic resolution was also achieved at -20 degrees C (s = 3.0). The adjustable bite angle and orientation of the two NH groups of the catalysts are important for the high activity.
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