Tetrahedron

Synthesis of substituted tetrahydropyridines and M-hydroxybenzoic acids

K Clinch, CJ Marquez, MJ Parrott, R Ramage

Index: Clinch, K.; Marquez, C. J.; Parrott, M. J.; Ramage, R. Tetrahedron, 1989 , vol. 45, # 1 p. 239 - 258

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Citation Number: 18

Abstract

A series of substituted 1, 2, 3, 6-(5) and 1, 2, 5, 6-tetrahydro-pyridines (6) have been synthesised via intramolecular 1, 6-Michael addition of methoxycarbonyl-2, 4-dienylamines (10). The kinetics of these reactions have been investigated and an explanation of substituent effects is advanced. Also a new route to m-hydroxybenzoic acids has been established by cyclisation of substituted hexa-3, 4: 5, 6-dienoic acids.

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