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Cationic Co(I)-Intermediates for Hydrofunctionalization Reactions: Regio- and Enantioselective Cobalt-Catalyzed 1,2-Hydroboration of 1,3-Dienes

Krishnaja Duvvuri, Kendra R. Dewese, Mahesh M. Parsutkar, Stanley M. Jing, Milauni M. Mehta, Judith C. Gallucci, T. V. RajanBabu*

*Department of Chemistry and Biochemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, United States, Email: rajanbabu.1osu.edu

K. Duvvuri, K. R. Dewese, M. M. Parsutkar, S. M. Jing, M. M. Mehta, J. Galluci, T. V. RajanBabu, J. Am. Chem. Soc., 2019, 141, 7365-7375.

DOI: 10.1021/jacs.8b13812


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Abstract

Reduced cobalt catalysts effect selective 1,2-, 1,4-, or 4,3-additions of pinacolborane to various 1,3-dienes depending on the ligands chosen. Regio- and enantioselective 1,2-hydroborations of 2-substituted 1,3-dienes are best accomplished using a catalyst prepared via activation of a chiral phosphinooxazoline-cobalt(II) complex with zinc and NaBARF.


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Key Words

alkyl boronates


ID: J48-Y2019