Preparation, Absolute Configuration and Conformation of Some α-Aryl-2-pyridylmethanols
- 1 July 1987
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 60 (7) , 2651-2655
- https://doi.org/10.1246/bcsj.60.2651
Abstract
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%.This publication has 20 references indexed in Scilit:
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