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The stereochemistry of cembrene and related diterpenoids

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Summary

1. It has been shown that the nonconjugated trisubstituted double bonds of cembrene, isocembrene, neocembrene, and isocembrol have the trans configuration, and the conjugated trisubstituted double bond of cembrene possesses the cis configuration.

2. The asymmetric center of neocembrene has the R configuration.

3. The stereochemistry of the product of the addition of hydrogen to cembrene and isocembrene on Pd and Ni catalysts is apparently determined solely by the conformation of the conjugated diene system in these diterpenoids.

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Authors
  1. V. A. Raldugin
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  2. A. I. Rezvukhin
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  3. V. A. Pentegova
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Additional information

Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 598–603, September–October, 1971.

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Raldugin, V.A., Rezvukhin, A.I. & Pentegova, V.A. The stereochemistry of cembrene and related diterpenoids. Chem Nat Compd 7, 577–581 (1971). https://doi.org/10.1007/BF00568411

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  • DOI: https://doi.org/10.1007/BF00568411

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