66007-17-8Relevant articles and documents
A practical total synthesis of both e - And Z -isomers of optically pure (S)-14-methylhexadec-8-enal (Trogodermal)
Yadav, Jhillu S.,Chandravathi,Thrimurtulu,Prasad,Ghamdi, Ahmad Alkhazim Al
, p. 1513 - 1518 (2013/07/05)
The total synthesis of both E- and Z-isomers of optically pure (S)-14-methylhexadec-8-enal (trogodermal) is described. Key steps involved Corey-Fuchs reaction, zipper isomerization, and different hydrogenation conditions for cis- and trans-isomers. Georg
GLYCALS IN STEREOCHEMICAL SYNTHESIS SYNTHESIS OF (14R,8Z)-TROGODERMAL AND ITS (14S,8Z)-ENANTIOMER FROM DI-O-BENZOYL-D- AND -L-ARABINALS
Tolstikov, A. G.,Khakhalina, N. V.,Savateeva, E. E.,Spirikhin, L. V.,Odinokov, V. N.,Tolstikov, G. A.
, p. 624 - 628 (2007/10/02)
Enantiomerically pure (14R)-14-methylhexadeca-8Z-enal (cis-trogodermal) - the aggregation pheromone of the khapra beetle (Trogoderma) - and its (14S,8Z)-enantiomer has been effected from di-O-benzoyl-D- and -L-arabinals.
Pheromones, 67. - Synthesis of the Enantiomers of (Z)-14-Methyl-8-hexadecenal , the Pheromone of Some Trogoderma Species (Coleoptera: Dermestidae)
Bestmann, Hans Juergen,Frighetto, Rosa T. S.,Frighetto, Nelson,Vostrowsky, Otto
, p. 877 - 880 (2007/10/02)
The separation of diastereomeric phenylglycinolamides of 2-methylbutyric acid by means of MPLC yields the pure enantiomers of the acid, from which (R,Z)- and (S,Z)-14-methyl-8-hexadecenal (1) (trogodermal) can be obtained.