Ligand Control in Co-Catalyzed Regio- and Enantioselective Hydroboration: Homoallyl Secondary Boronates via Uncommon 4,3-Hydroboration of 1,3-Dienes
Mahesh M. Parsutkar, Subhajit Bhunia, Mayukh Majumder, Remy F. Lalisse, Christopher M. Hadad* and T.V. RajanBabu*
*Department of Chemistry and Biochemistry, The Ohio State
University, 100 West 18th Avenue, Columbus, Ohio 43210, United States, Email:
hadad.1
osu.edu, rajanbabu.1osu.edu
M. M. Parsutkar, S. Bhunia, M. Majumder, R. F. Lalisse, C. M. Hadad, T.V. RajanBabu, J. Am. Chem. Soc., 2023, 145, 7462-7481.
DOI: 10.1021/jacs.3c00181
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Abstract
A cobalt-catalyzed [4,3]-hydroboration of 1,3-dienes with HBPin provides nearly enantiopure homoallylic boronate esters. A cationic cobalt(I) complex of (R,R)-MeO-BIBOP is a very efficient catalyst while also providing excellent regioselectivities and enantioselectivities for a broad range of substrates.
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proposed mechanism
Key Words
ID: J48-Y2023
