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Stereochemistry of the 1,4-redugtion of chiral N-(α-phenylethyl)-Δ9,10-4-ketooctahydroquinoline

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Abstract

Only trans-N-(α-phenylethyl)-4-ketodecahydroquinoline, which is readily converted to a mixture containing 70% of the thermodynamically more stable cis isomer, is formed in the reduction of chiral N-(α-phenylethyl)-Δ9,10-4-ketooctahydroquinoline with lithium aluminum hydride.

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Literature cited

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Authors and Affiliations

  1. M. V. Lomonosov Moscow State University, USSR

    V. M. Potapov, G. V. Grishina, E. A. Golov, P. B. Terent'ev & R. Khertsshu

Authors
  1. V. M. Potapov
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  2. G. V. Grishina
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  3. E. A. Golov
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  4. P. B. Terent'ev
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  5. R. Khertsshu
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Additional information

Communication XXXVII from the series “Stereochemical Studies”; see [1] for communication XXXVI.

Translated from Khimiya Geterotsikltcheskikh Soedinenii, No. 7, pp. 953–956, July, 1977.

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Potapov, V.M., Grishina, G.V., Golov, E.A. et al. Stereochemistry of the 1,4-redugtion of chiral N-(α-phenylethyl)-Δ9,10-4-ketooctahydroquinoline. Chem Heterocycl Compd 12, 790–793 (1976). https://doi.org/10.1007/BF00477014

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  • DOI: https://doi.org/10.1007/BF00477014

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