85203-06-1Relevant academic research and scientific papers
Enantioselective Total Syntheses of (+)-Fendleridine and (+)-Acetylaspidoalbidine
Ghosh, Arun K.,Born, Joshua R.,Kassekert, Luke A.
, p. 5167 - 5175 (2019/05/10)
Enantioselective syntheses of hexacyclic aspidoalbidine alkaloids (+)-fendleridine (2) and (+)-acetylaspidoalbidine (3) are described. These syntheses feature an asymmetric decarboxylative allylation and photocyclization of a highly substituted enaminone. Also, the synthesis highlights the formation of a C19-hemiaminal ether via a reduction/condensation/intramolecular cyclization cascade with the C21-alcohol. The present synthesis provides convenient access to the aspidoalbidine hexacyclic alkaloid family in an efficient manner.
A Short Synthesis of (+/-) N-Benzyl Aspidospermidine
Benchekroun-Mounir, Nora,Dugat, Denise,Gramain, Jean-Claude
, p. 4001 - 4004 (2007/10/02)
(+/-) N-Benzyl aspidospermidine is synthesized in seven steps via the trisubstituted hexahydrocarbazolone 4; reductive cyclization of this intermediate which is obtained by photocyclization and Michael reaction with nitroethylene, creates simulteanously b
A Novel and Efficient Synthesis of the Aspidosperma Alkaloid Ring System: N(a)-Benzyldeethylaspidospermidine
Gramain, Jean-Claude,Husson, Henri-Philippe,Troin, Yves
, p. 5517 - 5520 (2007/10/02)
Nonoxidative photocyclization of the aryl enaminone 3 led to the formation of the hexahydrocarbazol-4-one 4.Alkylation of the anion derived from 4 with iodoacetamide and dehydration gave the tetracyclic enamide 9, which was reduced to the imine 10 with Li
