SYNTHESIS AND STEREOISOMERY OF 1-METHYL-2-PHENYLDECAHYDROQUINOLINE-4-ONES
Stereoisomery of 1-methyl-2-phenyldecahydroquinolne-4-one analogs of natural alkaloids has been synthesized and studied. Individual isomers have been isolated and their spatial structures have been established: stable stereoisomers 3α and 3γ possess thermodinamically more profitable conformations of two chairs with equatorial-equatorial trans-coupling of piperidine and cyclohexane rings, differening from each other only by different spatial orientation (e,a) of a phenyl radical at C2. Isomer 3β possesses a conformation with cis-coupling of the cycles with equatorial orientation of a phenyl group. Structure of these stereoisomers also proved or confirmed as N–methylation, the relevant individual stereoisomers 2-phenyldecahydroquinolne-4-one with formalin in formic acid.