96308-39-3Relevant academic research and scientific papers
Enantioselective Photochemical Synthesis of a Simple Alkene via the Solid State Ionic Chiral Auxiliary Approach
Chen, Shuang,Patrick, Brian O.,Scheffer, John R.
, p. 2711 - 2718 (2007/10/03)
Irradiation of cis-bicyclo[4.3.0]non-8-ylacetophenone derivatives (1) in solution and the solid state yields cis-3a,4,5,6,7,7a-hexahydro-1H-indene (2) via a Norrish type II cleavage process. Asymmetric induction studies were conducted by providing the rea
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.
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.
