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Introduction of Cyclopropyl and Cyclobutyl Ring on Alkyl Iodides through Cobalt-Catalyzed Cross-Coupling

Claire Andersen, Vincent Ferey, Marc Daumas, Patrick Bernardelli, Amandine Guérinot*, Janine Cossy*

*Molecular, Macromolecular Chemistry and Materials, ESPCI Paris, CNRS, PSL University, 10 rue Vauquelin, 75005 Paris, France, Email: amandine.guerinotespci.fr, janine.cossyespci.fr

C. Andersen, V. Ferey, M. Daumas, P. Bernardelli, A. Guérinot, J. Cossy, Org. Lett., 2019, 21, 2285-2289.

DOI: 10.1021/acs.orglett.9b00579 (free Supporting Information)


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Abstract

A general cobalt-catalyzed cross-coupling between alkyl iodides and cyclopropyl, cyclobutyl, and alkenyl Grignard reagents enables an introduction of strained rings on a large panel of primary and secondary alkyl iodides. The catalytic system is simple and nonexpensive, and the reaction is chemoselective and diastereoconvergent.

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Key Words

cyclopropanes


ID: J54-Y2019