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Stereochemistry of the reduction of cis-octahydro-4H-1-pyrindin-4-one, and investigation of the possibility of O→N migration in the perhydropyrindine series

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Summary

  1. 1.

    The reduction of cis-octahydro-4H-1-pyrindin-4-one under various conditions was investigated.

  2. 2.

    The O-acetyl derivatives of the two isomeric cis-octahydro-1H-1-pyrindin-4-ols were synthesized, and it was shown that these O-acetates are not rearranged into the N-acetyl derivatives under the usual conditions.

  3. 3.

    The results are discussed from the point of view of conformational analysis.

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Literature cited

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Translated from Izvestiya Akademii Nauk SSSR, Khimicheskaya, No. 12, pp. 2155–2163, December, 1965

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Mistryukov, É.A. Stereochemistry of the reduction of cis-octahydro-4H-1-pyrindin-4-one, and investigation of the possibility of O→N migration in the perhydropyrindine series. Russ Chem Bull 14, 2122–2128 (1965). https://doi.org/10.1007/BF00846000

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Keywords

  • Migration
  • Usual Condition
  • Conformational Analysis