82861-01-6Relevant articles and documents
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.
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.
