60133-47-3Relevant academic research and scientific papers
REACTION OF cis-BICYCLONONA-3,7-DIENE WITH IODINE. SYNTHESIS OF TRICYCLO3,7>NONA-4,8-DIENE (BREXA-4,8-DIENE)
Lukovskaya, E. V.,Bobyleva, A. A.,Pekhk, T. I.,Dubitskaya, N. F.,Petrushenkova, I. A.,Belikova, N. A.
, p. 1311 - 1317 (2007/10/02)
The reaction of iodine with cis-bicyclonona-3,7-diene is accompanied by regioselective and stereoselective transannular cyclization with the formation of endo-4,exo-8-diiodobrexane.Methods were developed for the production of endo-9-iodobrex-4-ene and brexa-4,8-diene with yields of 26 and 20percent respectively.The mechanism of transannular cyclization is discussed.
Hydrogenolysis of Small Cycloalkanes, XIV - Hydrogenation of Deltacyclane
Musso, Hans,Osawa, Eiji,Schneider, Ingrid
, p. 2362 - 2366 (2007/10/02)
Exclusive formation of brexane derivatives (4) and no brendane derivatives (3) by hydrogenation of deltacyclane derivatives (2) is demonstrated again.
ADDITION OF HYDROGEN BROMIDE TO CIS-BICYCLONONA-3,7-DIENE. SYNTHESIS OF 5-BROMOBREXANE AND BREXAN-5-ONE
Dubitskaya, N. F.,Khaibullina, E. A.,Pekhk, T. I.,Grishin, Yu. K.,Belikova, N. A.,Bobyleva, A. A.
, p. 1589 - 1593 (2007/10/02)
The addition of hydrogen bromide to cis-bicyclonona-3,7-diene takes place preferentially but not selectively at the double bond of the six-membered ring.In the case of gaseous hydrogen bromide only bromobicyclononenes are formed, but with 48percent aqueous hydrobromic acid the reaction is accompanied by transannular cyclization and by the formation of endo- and exo-5-bromobrexanes (16-20percent).A method is proposed for the production of brexan-5-one.
ADDITION OF ORGANIC ACIDS TO cis-BICYCLONONA-3,7-DIENE. SYNTHESIS OF COMPOUNDS OF THE BREXANE AND BRENDANE SERIES
Arbuzov, V. A.,Gevorkyan, G. G.,Pekhk, T. I.,Bobyleva, N. A.,Belikova, N. A.
, p. 1114 - 1124 (2007/10/02)
The esters of cis-bicyclononenols, exo- and endo-brexan-5-ols, and exo-brendan-2-ol were obtained by the addition of formic, acetic, and trifluoroacetic acids to cis-bicyclonona-3,7-diene.The composition of the reaction products and its dependence on the reaction conditions were determined.A method is proposed for the separation of the bicyclic and tricyclic components.The mechanism of the transannular cyclization is discussed.
