Wang W,
Ding C,
Yin G.
*
Wuhan University, P. R. of China
Catalyst-Controlled Enantioselective 1,1-Arylboration of Unactivated Olefins.
Nat. Catal. 2020;
3: 951-958
DOI:
10.1038/s41929-020-00523-8
Key words
nickel catalysis - arylation - borylation - enantioselectivity - regioselectivity
Significance
An enantioselective method for the 1,1-arylboration of unactivated olefins using a simple nickel-diamine catalyst is reported. A range of olefins were employed from ethylene and propylene to olefins containing tethered Lewis basic heteroatoms or reactive 1° alkyl halides.
Comment
The regioselectivity of the reaction was demonstrated to be catalyst controlled. A mechanism involving an initial 1,2-insertion of a Ni–Bpin species is reported. The proposed catalytic cycle was supported by a variety of mechanistic studies including a deuterium labeling study.
