117290-82-1Relevant academic research and scientific papers
Stereoselective preparation of tri and tetracyclic amines as potential intermediates in Aspidosperma alkaloid synthesis
Azzouzi,Perrin,Sinibaldi,Gramain,Lavaud
, p. 5451 - 5454 (1993)
The stereoselectivity of the reduction of tri and tetracyclic imines 3 and 4, easily prepared from hexahydrocarbazolone 5 is studied.
Reduction of tri- and tetracyclic dihydroindole imines. Control of C-21 stereochemistry of pentacyclic indole alkaloids. NMR and molecular modeling studies
Azzouzi, Assia,Perrin, Bertrand,Sinibaldi, Marie-Eve,Gardette, Daniel,Lavaud, Catherine,et al.
, p. 681 - 690 (2007/10/02)
The synthesis and conformational analysis of dihydroindole tricyclic amines 1a,b and 2a,b and tetracyclic amines 3a,b are reported.Conformational assignments were made using NMR data (including coupling and 2D correlations) and the results of molecular modeling calculations.Keywords: photochemistry / reduction / imine / molecular modeling / indole alkaloid
A Short and Efficient Synthesis of 4a-Substituted cis-Hexahydro-1,2,3,4,4a,9a-Carbazol-4-ones
Gramain, J.-C.,Troin, Y.,Husson, H.-P.
, p. 201 - 203 (2007/10/02)
Photocyclization of tertiary aryl enaminones 1 gave trans-hexahydrocarbazol-4-ones 2 which were subsequently alkylated with a series of electrophiles via the corresponding thermodynamic anion.The 4a-substituted derivatives formed were shown to have the cis-hexahydrocarbazol-4-one structure by comparison with the previously prepared trans isomer.
