Fletcher, M.T. and Chow, S. and Lambert, L.K. and Gallagher, O.P. and Cribb, B.W. and Allsopp, P.G. and Moore, C.J. and Kitching, W. (2003) 4,6,8,10,16-Penta- and 4,6,8,10,16,18-hexamethyldocosanes from the cane beetle Antitrogus parvulus - Cuticular hydrocarbons with unprecedented structure and stereochemistry. Organic Letters, 5 (26). pp. 5083-5086.
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The major cuticular hydrocarbons from the cane beetle species Antitrogus parvulus were deduced to be 4,6,8,10,16,18-hexa- and 4,6,8,10,16- pentamethyldocosanes 2 and 3, respectively. Isomers of 2,4,6,8-tetramethylundecanal 27, 36, and 37, derived from 2,4,6-trimethylphenol, were coupled with the phosphoranes 28 and 29 to furnish alkenes and, by reduction, diastereomers of 2 and 3. Chromatographic and spectroscopic comparisons confirmed 2 as either 6a or 6b and 3 as either 34a or 34b.
|Additional Information:||© American Chemical Society.|
|Keywords:||Scarab beetles; pests; sugarcane crops.|
|Subjects:||Science > Physiology > Insect biochemistry|
|Deposited On:||09 Jul 2004|
|Last Modified:||07 Jun 2011 02:45|
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