STEREOREGULATION OF THE C(12b)H-C(2)H RELATIONSHIP IN THE PREPARATION OF 2-SUBSTITUTED 1,2,3,4,6,7,12,12b-OCTAHYDROINDOLOQUINOLIZINES

Article abstract of DOI:10.1016/S0040-4020(01)89256-5

Stereochemical control in the preparation of 2-substituted 1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizines possessing at will the C(12b)H-C(2H) cis or trans configuration was achieved by catalytic reduction of the 2,3-dehydro analoques, which were either unsubstituted on the indole nitrogen or substituted with a BOC-group, respectively.The contribution of different conformations to the conformational equilibrium of the prepared compounds was estimated by 13C NMR spectral analysis.