13028-11-0Relevant academic research and scientific papers
Enzymes in Organic Synthesis. 46. Regiospecific and Stereoselective Horse Liver Alcohol Dehydrogenase Catalyzed Reductions of cis- and trans-Bicyclononanones
Krawczyk, Andrzej R.,Jones, J. Bryan
, p. 1795 - 1801 (1989)
Further evidence for the preference of horse liver alcohol dehydrogenase for six-membered rather than five-membered ring ketone substrates is presented.This chemospecificity can be exploited preparatively, as illustrated by the HLADH-catalyzed reductions
HYDROBORATION AND OXYMERCURATION-DEMERCURATION OF CIS-BICYCLONONA-3,7-DIENE. SYNTHESIS OF CIS-BICYCLONONENONES
Arbuzov, V. A.,Pekhk, T. I.,Belikova, N. A.,Bobyleva, A. A.,Plate, A. F.
, p. 273 - 282 (2007/10/02)
Four isomeric cis-bicyclononenones were obtained from cis-bicyclonona-3,7-diene by hydroboration and oxymercuration-demercuration.Their structures were determined by means of their 13C NMR spectra.The addition of the hydroborating agents takes place preferentially (60-80percent) at the cyclopentene double bond at the C7 and C8 atoms and is most selective in the case of 9-borabicyclononane.The direction of addition of mercuric acetate depends on the solvent; the reaction takes place most selectively (95percent) at the cyclohexene double bond in 1:9 aqueous THF, and here the mercury adds to the C4 carbon atom to the extent of 90percent.
