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Synfacts 2016; 12(06): 0619
DOI: 10.1055/s-0035-1562214
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Enantioselective Arylation of Pyridine

Contributor(s):
Paul Knochel
,
Diana Haas
Lutz JP, Chau ST, Doyle AG * Princeton University, USA
Nickel-Catalyzed Enantioselective Arylation of Pyridine.

Chem. Sci. 2016;
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Further Information

Publication History

Publication Date:
17 May 2016 (online)

 
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Key words

arylation - pyridine - nickel

Significance

Doyle and co-workers report the enantioselective nickel-catalyzed arylation of pyridine by cross-coupling of various arylzinc reagents with pyridinium ions generated in situ. The reaction proceeds under mild conditions and the corresponding products are afforded in good yields and with very high enantioselectivity.


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Comment

Additionally, various transformations of the 2-aryl-1,2-dihydropyridines with little or no loss of ee are shown, demonstrating that this method is a valuable tool for the synthesis of chiral building blocks.


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