82861-01-6Relevant academic research and scientific papers
OZONOLYSIS OF ALKENES AND REACTIONS OF POLYFUNCTIONAL COMPOUNDS. XXVI. SYNTHESIS OF MUSCALURE - THE SEX PHEROMONE OF THE HOUSE FLY Musca Domestica
Odinokov, V. N.,Galeeva, R. I.,Kargapol'tseva, T. A.,Tolstikov, G. A.
, p. 666 - 668 (2007/10/02)
A new method is proposed for the stereospecific synthesis of 9Z-tricosene - the sex pheromone of the house fly Musca domestica - on the basis of the selective ozonolysis of -1,5-cyclooctadiene.The directed transformations of the functional groups in methyl 8,8-dimethoxy-4Z-octenoate and successive two-step coupling with amyl- and decylmagnesium bromides led to the pheromone with an overall yield of 30percent.
Phospholipid Studies of Marine Organisms. 7. Stereospecific Synthesis of (5Z,9Z)-, (5Z,9E)-, (5E,9Z)-, and (5E,9E)-5,9-Hexacosadienoic acid
Mena, Philippe L.,Pilet, Olivier,Djerassi, Carl
, p. 3260 - 3264 (2007/10/02)
(5Z,9Z)-5,9-Hexacosadienoic acid (5a) and its stereoisomers 9a, 15a, and 21a were synthesized stereospecifically.The difunctionalized (4Z)-1,1-dimethoxy-8-tosyl-4-octene (2b) prepared by selective ozonolysis of (1Z,5Z)-1,5-cyclooctadiene (1) was coupled w
A NOVEL STEREOSPECIFIC SYNTHESIS OF MUSCALURE, THE SEX PHEROMONE OF HOUSE FLY (MUSCA DOMESTICA)
Odinokov, V.N.,Tolstikov, G.A.,Galeyeva, R.I.,Kargapol'tseva, T.A.
, p. 1371 - 1372 (2007/10/02)
Partial ozonolysis of 1Z,5Z-cyclooctadiene followed by selective transformations of ester and acetal groups in methyl ester of 8,8-dimethoxy-4Z-octen-1-oic acid, and by a two step elongation of carbon chain of the latter by means of tosyloxy groups replacement under action of decyl- and pentyl magnesium bromides leads to muscalure - the sex pheromone of house fly.
