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« Previous Compound7OH    Next Compound »7R8S-epo-18Hy
 
Compound - 7R8S-disparlure
 


Bedoukain

 
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(7R,8S)-cis-7,8-Epoxy-2-methyloctadecane
(7R,8S)-cis-7,8-Epoxy-2-methyloctadecane

Formula: C19H38O 
CAS#: 35898-62-5 
MW: 282.51 

[MS]  [ NMR ]  [Behavioural function]  [Chemdraw





Dots surface:


Reference(s) for synthesis of (7R,8S)-cis-7,8-Epoxy-2-methyloctadecane



Chan, T.H., and Koumaglo, K. 1985. Silicon in organic synthesis. Stereoselective synthesis of some insect sex pheromones. J. Organomet. Chem. 285:109-120.
 
Kel'in, A.V., and Kulinkovich, O.G. 1998. New synthesis of ()-cis-disparlure, pheromone of female gypsy moth (Porthetria dispar) species. Russ. J. Org. Chem. 34:1446-1448.
 
Koumaglo, K., and Chan, T.H. 1984. Regioselection in the alkylation of trimethylsilylallyl anion - stereoselective synthesis of disubstituted alkenes. Tetrahedron Lett. 25:717-720.
 
Koumbis, A.E., and Chronopoulos, D.D. 2005. A short and efficient synthesis of (+)-disparlure and its enantiomer. Tetrahedron Lett. 46:4353-4355.
 
Marshall, J.A., Jablonowski, J.A., and Jiang, H. 1999. Total synthesis of the gypsy moth pheromones (+)- and (-)-disparlure from a single nonracemic alpha-silyloxy allylic stannane. J. Org. Chem. 64:2152-2154.
 
Prestwich, G.D., Mc Graham, S., Kuo, J.-W., and Vogt, R.G. 1989. Tritium-labeled enantiomers of disparlure. Synthesis and in vitro metabolism. J. Am. Chem. Soc. 111:636-642.
 
Sonnet, P.E. 1980. Olefin inversion. 3. Preparations and reductions of vic-halohydrin trifluoroacetates. J. Org. Chem. 45:154-157.
 

 
Citation: El-Sayed AM 2014. The Pherobase: Database of Insect Pheromones and Semiochemicals. <http://www.pherobase.com>.
2003-2014 The Pherobase - Extensive Database of Insect Pheromones and Semiochemicals. Ashraf M. El-Sayed.
Page created on 23-February-2014