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Compound - R,R-tribolure [(4R,8R)-4,8-Dimethyldecanal]

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(4R,8R)-4,8-Dimethyldecanal Formula:  C12H24O  CAS#:    MW:  184.32  [MS]  [ NMR ]  [Behavioural function]

Dots surface:

Reference(s) for synthesis of (4R,8R)-4,8-Dimethyldecanal [R,R-tribolure] Ishmuratov, G.Y., Yakovleva, M.P., Galyautdinova, A.V., and Tolstikov, G.A. 2003. Synthesis of (4R)-methylnonan-1-ol and (4R,8RS)-dimethyldecanal from (S)-(+)-3,7-dimethyl-1,6-octadiene. Chem. Nat. Comp. 39:31-33.   Kameda, Y., and Nagano, H. 2006. Radical mediated stereoselective synthesis of (4R,8R)-4,8-dimethyldecanal, an aggregation pheromone of Tribolium flour beetles. Tetrahedron. 62:9751-9757.   Moiseenkov, A.M., and Cheskis, B.A. 1987. Synthesis of (4R,8R)-enantiomers and (4R,8S)-enantiomers of 4,8-dimethyldecanal - the aggregation pheromone of the flour beetles Tribolium confusum and Tribolium castaneum. Dokl. Akad. Nauk. SSSR. 290:1379.   Sankaranarayanan, S., Sharma, A., and Chattopadhyay, S. 2002. Synthesis of the 1,5-dimethylic chiron enantiomers, 3,7,11-trimethyldodec-10-en-1-ol: application to enantiomeric syntheses of tribolure and a marine fatty acid. Tetrahedron: Asymmetry. 13:1373-1378.   Santangelo, E.M., Correa, A.G., and Zarbin, P.H.G. 2006. Synthesis of (4R,8R)- and (4S,8R)-4,8-dimethyldecanal: the common aggregation pheromone of flour beetles. Tetrahedron Lett. 47:5135-5137.