On the Synthesis of 2,12-Dimethoxy-6,7,8,9-tetrahydro-5H-dibenz[d,f]azonine-3,11-diol and the Other Bridged Biphenyldiols and the E.S.R. of Their Oxidation Products in Relation to the Biosynthesis of Erythrina Alkaloids

Abstract

An improved synthesis in described for the dibenzazonine precursor of erysodienone . Other biphenyl-4,4′-diols, bridged by two, three and five atoms, were also prepared. E.s.r. examination of the oxidation of these compounds produced spectra of the 9,10-dihydrophenanthrene-4,4′- semiquinone system, hitherto unrecorded, but semiquinone spectra could not be obtained from the other diols.