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


Autoria(s): Fletcher, M.T.; Chow, S.; Lambert, L.K.; Gallagher, O.P.; Cribb, B.W.; Allsopp, P.G.; Moore, C.J.; Kitching, W.
Data(s)

01/12/2003

Resumo

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.

Identificador

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.

http://era.daf.qld.gov.au/505/

Publicador

American Chemical Society

Relação

http://era.daf.qld.gov.au/505/

Palavras-Chave #Insect biochemistry
Tipo

Article

PeerReviewed