Collect. Czech. Chem. Commun. 1987, 52, 1298-1304
https://doi.org/10.1135/cccc19871298

Photoaddition of alcohols to some 1,2,3,6-tetrahydropyridines

Alexandra Šilhánková, Dagmar Davidová, Michaela Šputová, Petr Trška, Dana Vaculíková, Daniela Vlková and Miloslav Ferles

Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6

Abstract

Photochemical addition of methanol to 1,2,3,6-tetrahydropyridine derivatives Ia, Ib, Id-Ii and III afforded methoxypiperidines IIa-IIg and IV as Markovnikov type addition products. Reduction of 4-methyl-1-(2-propenyl)pyridinium bromide with sodium borohydride yielded 4-methyl-1-(2-propenyl)-1,2,3,6-tetrahydropyridine (Ig).