5503. Lineatin
Nomenclature
CAS number: 65035-34-9
[1R-(1α,2β,5α,7β)]-3,3,7-Trimethyl-4,9-dioxatricyclo[3.3.1.02,7]nonane; 3,3,7-trimethyl-2,9-dioxatricyclo[3.3.1.04,7]nonane; 4,6,6-lineatin. C10H16O2; mol wt 168.23.
C 71.39%, H 9.59%, O 19.02%.
Description and references
Isoln of the unique tricyclic aggregation pheromone from ambrosia beetles, Trypodendron lineatum (Olivier): J. G. MacConnell et al., J. Chem. Ecol. 3, 549 (1977). Synthesis of (±)-form: K. Mori, M. Sasaki, Tetrahedron Lett. 1979, 1329; K. N. Slessor et al., J. Org. Chem. 45, 2290 (1980); K. Mori et al., Tetrahedron Lett. 23, 1921 (1982); L. Skattebol, Y. Stenstrom, ibid. 24, 3021 (1983); B. D. Johnston et al., J. Org. Chem. 50, 114 (1985). Synthesis of racemate and optical isomers: K. Mori, M. Sasaki, Tetrahedron 36, 2197 (1980). Short stereoselective synthesis: I. Aljancic-Solaja et al., Helv. Chim. Acta 70, 1302 (1987). Comparative activity of the isomers: J. H. Borden et al., Can. Entomol. 112, 107 (1980).
