Furano-sesquiterpene

An acetylenic 4-ylidenebutenolide of a quite different constitution is freelingyne (33). This highly unsaturated furano-sesquiterpene is found in the heartwood of the Australian shrub Eremophila freelingii, and it was the first acetylenic terpenoid to be isolated (55). Dihydrofreelingyne (34) has also been isolated from E. freelingii (36) and the unusual diterpenoid eremolactone (35) occurs in the leaves of the same species (37). The complete stereochemistry of freelingyne has been established by direct X-ray methods (38). 

Dunlop, R.W., R. Kazlauskas, G. March, P.T. Murphy, and R.J. Wells New Furano-Sesquiterpenes from the Sponge Dysidea herbacea. Aust. J. Chem. 35, 95 (1982). 

Bowden, B.F., J.C. Coll, E.D. de Silva, M.S.L. de Costa, PJ. Djura, M. Mahen-DRAN, and D.M. Tapiolas Studies of Australian Soft Corals. XXXI. Novel Furano-sesquiterpenes from Several Sinularian Soft Corals (Coelenterata, Octocorallia, Al-cyonacea). Aust. J. Chem. 36, 371 (1983). 

Foot, J.S., Phillis, A.T., Sharp, P.P., Wdbs, AC., and Banwell, M.G. (2006) Didilorocarbene adducts of alkyl enol ethers as precursors to furans application to a total synthesis of the furano-sesquiterpene ( )-paHescensin A. Tetrahedron Lett., 47, 6817-6820. 

---