Preparation, Absolute Configuration and Conformation of Some [alpha]-Aryl-2-pyridylmethanols

The syntheses of five optically active α-aryl-2-pyridylmethanols 1-5 are described. It is shown by means of chemical correlation with the known (-)-(αR,2S)-α-phenyl-2-piperidylmethanol 6 that all levo-rotatory isomers of 1-4 are of R configuration. It is also found via the relative integral intensit...

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Bibliographic Details
Published inBulletin of the Chemical Society of Japan Vol. 60; no. 7; p. 2651
Main Authors E. Bojadziev, Stefan, T. Tsankov, Dimiter, M. Ivanov, Petko, D. Berova, Nikolina
Format Journal Article
LanguageEnglish
Published Tokyo Chemical Society of Japan 01.07.1987
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Summary:The syntheses of five optically active α-aryl-2-pyridylmethanols 1-5 are described. It is shown by means of chemical correlation with the known (-)-(αR,2S)-α-phenyl-2-piperidylmethanol 6 that all levo-rotatory isomers of 1-4 are of R configuration. It is also found via the relative integral intensities in the infrared spectra of the bands due to free and intramolecularly bonded hydroxyl groups in the compounds 1-4 and the free hydroxyl groups in the model compounds 7-10, that the population of the conformers with an intramolecular OH···N bond in compounds 1-4 exceeds 80%.
ISSN:0009-2673
1348-0634