Novel products from attempted michael addition to 1-methyl-1,2,5,6-tetrahydropyridine-4-carbonitrile |
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Authors: | Graeme L. Butt Leslie W. Deady Maureen F. Mackay Maruse Sadek |
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Affiliation: | Department of Chemistry, La Trobe University, Bundoora Victoria 3083, Australia |
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Abstract: | The reaction of some phenols with the title compound, in the presence of sodium, gives 2-(2-hydroxyaryl_piperidine derivatives. Geometrical isomers have been separated, which differ in having an equatorial (A) or axial (B) cyano group on the piperidine chair (the methyl and aryl groups are equatorial in both forms). The x-ray crystallographic structures of an example of each of A and B are reported and the proton NMR spectra are assigned. |
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