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Report | Regular issue | Vol 22, No. 5, 1984, pp.1091-1093
Published online, 1st January, 1970
DOI: 10.3987/R-1984-05-1091
The Regiosilective Nucleophilic Addition of Organolithiums to 3-(4,4-Dimethyloxazolin-2-yl)pyridine. Synthesis of 1,2-, 1,4- and/or 1,6-Dihydropyridines

Sushil K. Dubey, Edward E. Knaus,* and Choo-Seng Giam

*Faculty of Pharmacy , University of Alberta, Edmonton, Alberta T6G, 2N8, Canada


The nucleophilic addition of organolithium reagents to 3-(4,4-dimethyloxazolin-2-yl)pyridine afforded stabilized N-unsubstituted 1,2-, 1,4- and/or 1,6-dihydropyridines. Solvent, temperature and nature of the organolithium reagent influence the regioselectivity of the reaction.