Selectivity in the thermal cyclization of 2-piperidino-3-vinylpyridines
作者： Vicente Ojea , Miguel A Maestro , José Ma Quintela
DOI: 10.1016/S0040-4020(01)86346-8
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摘要: Abstract New chiral 2-(4-substituted-piperidino)-3-vinylpyridines undergo stereoselective isomerization to pyrido [1,2-a][1,8]naphthyridines. The stereoselectivity of this reaction was found dependent on the experimental conditions (temperature and solvent polarity) stereoelectronic features piperidino substituent. NMR spectroscopy allowed determination compound conformation in solution relative configuration cyclized products. A mechanistic approximation diastereoselectivity based molecular mechanics is put forward.
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