Cadinenes

Literature 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 b-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 a-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.