Synthesis of Secondary and Tertiary Alkylboranes via Formal Hydroboration of Terminal and 1,1-Disubstituted Alkenes
Hilary A. Kerchner and John Montgomery*
*Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109-1055, United States, Email: jmontgumich.edu
H. A. Kerchner, J. Montgomery, Org. Lett., 2016, 18, 5760-5763.
DOI: 10.1021/acs.orglett.6b03090 (free Supporting Information)
see article for more reactions
Cu-catalyzed formal hydroboration of terminal or 1,1-disubstituted alkenes with bis(pinacolato)diboron and methanol provides products with exceptional regiocontrol favoring the branched isomer. Subsequent photocatalytic cross-couplings using iridium and nickel cocatalysis enable a highly regioselective hydroarylation of terminal alkenes.
see article for more examples