71566-68-2Relevant academic research and scientific papers
OZONOLYSIS OF ALKENES AND STUDY OF THE REACTIONS OF POLYFUNCTIONAL COMPOUNDS. L. SYNTHESIS OF (R,E)TROGODERMAL, AN AGGREGATION PHEROMONE OF THE BEETLE, Trogoderma granarium
Odinokov, V. N.,Ishmuratov, G. Yu.,Kharisov, R. Ya.,Serebryakov, E. P.,Tolstikov, G. A.
, p. 1286 - 1288 (2007/10/02)
A new synthesis is proposed for (R,E)-14-methyl-8-hexadecenal, which is an aggregation pheromone of the beetle, Trogoderma granarium, from available cyclooctene and (S)-(+)-3,7-dimethyl-1,6-octadiene (dihydromyrcene) using ozonolysis in two of the reaction steps.
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.
Chiral Synthesis of Trogodermal, the Pheromone of Dermestid Beetles
Chattopadhyay, S.,Mamdapur, V.R.,Chadha, M.S.
, p. 825 - 837 (2007/10/02)
The title pheromone, (R)-14-methyl-8-(Z and E)-hexadecen-1-al (Ia and Ib) have been synthesised following a simple route using (R)-pulegone as the starting chiron.
A facile synthesis of (S)-trogodermal
Chattopadhay, S.,Mamdapur, V. R.,Chadha, M. S.
, p. 848 - 849 (2007/10/02)
A simple route for the synthesis of (S)-(Z)- and (S)-(E)-14-methyloctadec-8-en-1-al (Ia and Ib) has been developed.The achiral acetylene (9) is alkylated with the chiron bromide (S)-5 in the presence of BuLi as the base to give 10.This on subsequent functionalisation furnishes both Ia and Ib.
