Stereochemistry, absolute configuration, and crystal structure of <i>cis</i>-(4<i>S</i>,9<i>S</i>,10<i>R</i>)-1-(<i>S</i>-1-phenylethyl)decahydroquinolin-4-ol. Relative stereochemistry of cycloalkano-2,3-piperidin-4-ols

Authors

  • Г. В. Гришина M. V. Lomonosov Moscow State University, Chemistry Faculty, Moscow 119899
  • А. А. Еспенбетов A. B. Bekturov Institute of Chemical Science, Kazakhstan Academy of Sciences, Alma-Ata 480100
  • А. И. Яновский A. N. Nesmeyanov Institute of Elementoorganic Chemistry, Russian Academy of Sciences, Moscow 117813
  • Ю. T. Стручков A. N. Nesmeyanov Institute of Elementoorganic Chemistry, Russian Academy of Sciences, Moscow 117813

Abstract

According to X-ray crystallographic data, the cis-isomer of 1-(1-phenylethyl)decahydroquinolin-4-ol, the predominant product of the stereoselective hydrogenation of 1-(1--phenylethyl)-Δ9,10-octahydroquinoline-4-one with sodium tetrahydroborate, has the (4S, 9S, 10R) configuration. The X-ray crystallographic data for this cis-decahydroquinolin-4-ol have been compared with the previously studied piperidin-4-ones of known absolute configuration. The stereochemical rules for cycloalkano-2,3-piperidine-4-ols are discussed.

How to Cite
Grishina, G. V.; Espenbetov, A. A.; Yanovskii, A. I.; Struchkov, Yu. T. Chem. Heterocycl. Compd. 1998, 34, 466. [Khim. Geterotsikl. Soedin. 1998, 34, 526.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02290888

Downloads

Published

1998-04-25

Issue

No. 4 (1998)

Section

Original Papers