Journal
CHEMICAL SCIENCE
Volume 7, Issue 7, Pages 4105-4109Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6sc00702c
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Funding
- NIGMS [R01 GM100985]
- Eli Lilly
- Amgen
- National Science Foundation Graduate Research Fellowship [DGE-1148900]
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM100985] Funding Source: NIH RePORTER
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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.
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