41797-08-4Relevant academic research and scientific papers
OZONOLYSIS OF ALKENES AND THE REACTION OF POLYFUNCTIONAL COMPOUNDS. XXXVIII. SYNTHESIS OF ISOPROPYL 3,7,11-TRIMETHYL-11-METHOXY-2E-DODECADIENOATE
Odinokov, V. N.,Kukovinets, O. S.,Zainullin, R. A.,Tolstikov, G. A.
, p. 650 - 653 (2007/10/02)
Isopropyl 3,7,11-trimethyl-11-methoxy-2ξ-dodecenoate was obtained by the ozonolysis of 1,5-dimethyl-1-cyclo-octene followed by transformations of the 4-methyl-1,1-dimethoxy-8-oxononane, including ethoxycarbonylmethylenation at the keto group, reaction of the aldehyde group with isopropylidenetriphenylphosphorane, and methoxylation.Allylic bromination of the product, followed by dehydrobromination, gave isopropyl 3,7,11-trimethyl-11-methoxy-2,4-dodecadienoate in the form of a mixture (82:18) of the 2E,4E- and 2Z,4E-isomers (yield calculated on the initial cyclooctene 15percent).The individual 2E,4E-isomer was isolated by preparative high-performance chromatography.
