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Synfacts 2021; 17(02): 0159
DOI: 10.1055/s-0040-1719317
DOI: 10.1055/s-0040-1719317
Metals in Synthesis
Nickel-Catalyzed Enantioselective 1,1-Arylboration of Unactivated Olefins
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
Catalyst-Controlled Enantioselective 1,1-Arylboration of Unactivated Olefins.
Nat. Catal. 2020;
3: 951-958
DOI: 10.1038/s41929-020-00523-8
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.
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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.
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Publication History
Article published online:
20 January 2021
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