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Stereochmeistry of heterocyclic compounds

Communication 11. Effect of substitution on the nitrogen on the configuration of octahydro-4(1H)-quinolones, and the stereochemistry of some nucleophilic reactions at the keto group

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    Replacement of the nitrogen-attached hydrogen of octahydro-4(1H)-quinolone by methyl does not affect the preferential stability of the trans-fusion of the rings.

  2. 2.

    The configurations of the three isomers of 1-methyl-4-phenyldecahydro-4-qiuinolinol with respect to the fusion of the rings were determined, and an investigation was made of the stereochemistry of some nucleophilicaddition reactions at the carbonyl group in the octahydro-4(1H)-quinolone series in its dependence on substitution on the nitrogen.

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Litterature cited

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Mistryukov, E.A., Aronova, N.I. & Kucherov, V.F. Stereochmeistry of heterocyclic compounds. Russ Chem Bull 11, 1514–1518 (1962). https://doi.org/10.1007/BF00907226

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  • DOI: https://doi.org/10.1007/BF00907226

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