Description and references

Sesquiterpenes occurring in essential oils from Juniper species and cedars (oil of cade). Nine possible isomers differing in stereochemistry and position of the double bonds, the principal isomer being β-cadinene: Sykora et al., Chem. Listy 52, 1314 (1958). Prepn and structure: Campbell, Soffer, J. Am. Chem. Soc. 64, 417 (1942); Campbell et al., ibid. 425; Rao et al., Tetrahedron Lett. 1960, 27; Herout et al., Collect. Czech. Chem. Commun. 31, 3012 (1966). Synthesis: Soffer, Günay, Tetrahedron Lett. 1965, 1355. Of the nine possible isomers, all able to yield (-)-cadinene dihydrochloride, six are known: Herout, Sykora, Tetrahedron 4, 246 (1958); Kartha et al., ibid. 19, 241 (1963). Structure and configuration of isomers: Sykora et al., Collect. Czech. Chem. Commun. 23, 2181 (1958). Isoln of α-cadinene from Japanese hop: Y. Naya, M. Kotake, Bull. Chem. Soc. Jpn. 42, 1468 (1969). Synthesis: O. P. Vig, Indian J. Chem. 21B, 145 (1982). Brief review in Rodd's Chemistry of Carbon Compounds vol. 2, part C, S. Coffey, Ed. (Elsevier, New York, 1969) pp 268-270.

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