%0 Journal Article
%T Cobalt-Catalyzed Enantioselective Synthesis of Chiral gem-Bis(boryl)alkanes.
%A Teo WJ
%A Ge S
%J Angew Chem Int Ed Engl
%V 57
%N 39
%D 09 2018 24
%M 30112842
%F 16.823
%R 10.1002/anie.201805705
%X We report an asymmetric synthesis of enantioenriched gem-bis(boryl)alkanes in an enantioselective diborylation of 1,1-disubstituted alkenes catalyzed by Co(acac)2 /(R)-DM-segphos. A range of activated and unactivated alkenes underwent this asymmetric diborylation in the presence of cyclooctene as a hydrogen acceptor, affording the corresponding gem-bis(boryl)alkanes with high enantioselectivity. The synthetic utility of these chiral organoboronate compounds was demonstrated through several stereospecific derivatizations and the synthesis of sesquiterpene and sesquiterpenoid natural products.