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Issue 7, 2016
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Nickel-catalyzed enantioselective arylation of pyridine

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Abstract

We report an enantioselective Ni-catalyzed cross coupling of arylzinc reagents with pyridinium ions formed in situ from pyridine and a chloroformate. This reaction provides enantioenriched 2-aryl-1,2-dihydropyridine products that can be elaborated to numerous piperidine derivatives with little or no loss in ee. This method is notable for its use of pyridine, a feedstock chemical, to build a versatile, chiral heterocycle in a single synthetic step.

Graphical abstract: Nickel-catalyzed enantioselective arylation of pyridine

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Publication details

The article was received on 16 Feb 2016, accepted on 04 Mar 2016 and first published on 08 Mar 2016


Article type: Edge Article
DOI: 10.1039/C6SC00702C
Chem. Sci., 2016,7, 4105-4109
  • Open access: Creative Commons BY license
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    Nickel-catalyzed enantioselective arylation of pyridine

    J. P. Lutz, S. T. Chau and A. G. Doyle, Chem. Sci., 2016, 7, 4105
    DOI: 10.1039/C6SC00702C

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