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

Lehner, Verena and Davies, Huw M. L. and Reiser, Oliver (2017) Rh(II)-Catalyzed Cyclopropanation of Furans and Its Application to the Total Synthesis of Natural Product Derivatives. ORGANIC LETTERS, 19 (18). pp. 4722-4725. ISSN 1523-7060, 1523-7052

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Abstract

Rh(II)-catalyzed enantioselective cyclopropanations of furans, providing access to synthetically useful building blocks, are reported. After screening of 10 Rh(II) catalysts, Rh-2(S-TCPTTL)(4) was identified as a highly efficient and selective catalyst (up to 98% ee, TON 88000, and TOF 24/s) for the cydopropanation of furans. These cyclopropanes were successfully applied to the enantioselective synthesis of novel paraconic acid derivatives.

Item Type: Article
Uncontrolled Keywords: ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; STABILIZED VINYLCARBENOIDS; CATALYZED DECOMPOSITION; RHODIUM CARBENOIDS; TURNOVER NUMBERS; RH(II) CATALYST; PYRROLES; DIRHODIUM(II); CONVERSION;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 14 Dec 2018 13:15
Last Modified: 20 Feb 2019 07:34
URI: https://pred.uni-regensburg.de/id/eprint/1178

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