L. Overman, C. J. Flann, T. Malone
Apr 28, 2003
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Journal
Organic Syntheses
Abstract
Regioselective synthesis of tetrahydropyridines: 1-(4-methoxyphenyl)-1,2,5,6-tetrahydropyridine intermediate: (Z)-4-(trimethylsilyl)-3-butenyl 4-methylbenzenesulfonate reactant: 41.5 g (0.337 mol) of 4-methoxyaniline intermediate: N-(4-methoxyphenyl)-(Z)-4-(trimethylsilyl)-3-butenamine product: 1-(4-methoxyphenyl)-1,2,5,6-tetrahydropyridine Keywords: annulation, heterocyclic-[6]; cyclization, condensation; replacement reactions, sulfonate by amino; sulfonation, C-sulfonation; sulfonation, O-sulfonation; pyridine; p-toluenesulfonic acid monohydrate, dehydration; p-toluenesulfonyl chloride; benzene