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Compound - lineatin

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3,3,7-Trimethyl-2,9-dioxatricyclo[3.3.1.04 7]nonane Formula:  C10H16O2  CAS#:  65035-34-9  MW:  168.23  [MS]  [ NMR ]  [Behavioural function]  [Chemdraw]

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Reference(s) for synthesis of 3,3,7-Trimethyl-2,9-dioxatricyclo[3.3.1.04 7]nonane Borden, J.H., Handley, J.R., Johnston, B.D., Macconnell, J.G., Silverstein, R.M., Slessor, K.N., Swigar, A.A., and Wong, D.T.W. 1979. Synthesis and field testing of 4,6,6-lineatin, the aggregation pheromone of Trypodendron lineatum. J. Chem. Ecol. 5:681-689.   Johnston, B.D., Slessor, K.N., and Oehlschlager, A.C. 1985. Synthesis of (±)-lineatin by 2+2 cycloaddition of dichloroketene with a cyclic allyl ether. J. Org. Chem. 50:114-117.   Kandil, A.A., and Slessor, K.N. 1985. A chiral synthesis of (+)-lineatin, the aggregation pheromone of Trypodendron lineatum (Olivier), from D-ribonolactone. J. Org. Chem. 50:5649-5655.   MacConnell, J.G., Borden, J.H., Silverstein, R.M., and Stokkink, E. 1977. Isolation and tentative identification of lineatin, a pheromone from the frass of Trypodendron lineatum. J. Chem. Ecol. 3:549-561.   McKay, W.R., Ounsworth, J., Sum, P.-E., and Weiler, L. 1982. Synthesis of (±)-lineatin by the photochemical cycloaddition of allene to anhydromevalonolactone. Can. J. Chem. 60:872.   Mori, K., and Sasaki, M. 1979. Synthesis of (±)-lineatin, the unique tricyclic pheromone of Trypodendron lineatum (Olivier). Tetrahedron Lett. 20:1329-1332.   Mori, K., and Sasaki, M. 1980. Synthesis of racemic and optically active forms of lineatin, the unique tricyclic pheromone of Trypodendron lineatum (Olivier). Tetrahedron. 36:2197-2208.   Mori, K., Uematsu, T., Minobe, M., and Yanagi, K. 1982. Synthesis and absolute configuration of (+)-lineatin, the pheromone of Trypodendron lineatum. Tetrahedron Lett. 23:1921-1924.   Mori, K., Uematsu, T., Minobe, M., and Yanagi, K. 1983. Synthesis and absolute configuration of both the enantiomers of lineatin. The pheromone of Trypadendron lineatum. Tetrahedron. 39:1735-1743.   Redlich, H., Schneider, B., Hollmann, R.W., and Geveke, K.-J. 1983. Chirale bausteine aus kohlenhydraten. VIII. Synthese der vier isomeren 1,3-dimethyl-2,9-dioxabicyclo[3.3.1]nonane. Liebigs Ann. Chem. 393.   Skattebol, L., and Stenstrom, Y. 1983. Synthesis of (±)-lineatin, an aggregation pheromone component of Trypodendron lineatum. Tetrahedron Lett. 24:3021-3124.   Skattebol, L., and Stenstrom, Y. 1985. Synthesis of (±)-lineatin, an aggregation pheromone component of Trypodendron lineatum. Acta Chem. Scand. B39:291.   Slessor, K.N., Oehlschlager, A.C, Johnston, B.D., Pierce, H.D., Jr., Grewal, S.K., Kirthi, L., and Wickremesinghe, G. 1980. Lineatin, regioselective synthesis and resolution leading to the chiral pheromone of Trypodendron lineatum. J. Org. Chem. 45:2290-2297.   White, J.D., Avery, M.A., and Carter, J.P. 1982. Synthesis of (±)-lineatin, an aggregation pheromone of Trypodendron lineatum. J. Am. Chem. Soc. 104:5486-5489.