title: Nickel-catalyzed enantioselective arylation of pyridine.
abstract: We report an enantioselective Ni-catalyzed cross coupling of arylzinc reagents with pyridiniumions formedin situfrom 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.
authors.affiliation: Department of Chemistry, Princeton University, Princeton, New Jersey 08544, USA.
authors.forename: J Patrick
authors.initials: JP
authors.lastname: Lutz
authors.affiliation: Department of Chemistry, Princeton University, Princeton, New Jersey 08544, USA.
authors.forename: Stephen T
authors.initials: ST
authors.lastname: Chau
authors.affiliation: Department of Chemistry, Princeton University, Princeton, New Jersey 08544, USA.
authors.forename: Abigail G
authors.initials: AG
authors.lastname: Doyle