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5S, 8S-germacra-1E,6E-dien-5-ol from the oleoresin ofPicea ajanensis and its biomimetic cyclization

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Abstract

From the oleoresin of the Yeddo spruce we have isolated a new sesquiterpene alcohol for which, on the basis of spectral and chemical characteristics, the structure of 5S, 8S-germacra-1E,6E-dien-5-ol (I) is suggested. The photocyclization of the alcohol isolated has given bourbonol, and its reaction with formic acid has yielded γ-and δ-cadinenes, the formates of T-muurolol and of T- and α-cadinols, and free T-muurolol and T- and α-cadinols.

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Authors
  1. V. A. Raldugin
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  2. V. L. Salenko
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  3. N. S. Gamov
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  4. T. F. Titova
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  5. V. A. Khan
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  6. 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. 2, pp. 199–205, March–April, 1980.

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Raldugin, V.A., Salenko, V.L., Gamov, N.S. et al. 5S, 8S-germacra-1E,6E-dien-5-ol from the oleoresin ofPicea ajanensis and its biomimetic cyclization. Chem Nat Compd 16, 154–158 (1980). https://doi.org/10.1007/BF00638775

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  • DOI: https://doi.org/10.1007/BF00638775

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