Organic Letters
Organic Letters
5 years ago

Rh(II)-Catalyzed Cyclopropanation of Furans and Its Application to the Total Synthesis of Natural Product Derivatives

Rh(II)-Catalyzed Cyclopropanation of Furans and Its Application to the Total Synthesis of Natural Product Derivatives
Huw M. L. Davies, Oliver Reiser, Verena Lehner
Rh(II)-catalyzed enantioselective cyclopropanations of furans, providing access to synthetically useful building blocks, are reported. After screening of 10 Rh(II) catalysts, Rh2(S-TCPTTL)4 was identified as a highly efficient and selective catalyst (up to 98% ee, TON 88000, and TOF 24/s) for the cyclopropanation of furans. These cyclopropanes were successfully applied to the enantioselective synthesis of novel paraconic acid derivatives.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02009

DOI: 10.1021/acs.orglett.7b02009

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