32975-46-5

Upstream product

• 78346-69-7 (3aR,10bR,12bS)-3a-Ethyl-3a,4,5,11,12,12b-hexahydro-1H,6H-6,12a-diaza-indeno[7,1-cd]fluoren-5a-ol 
• 124293-81-8 1-(benzenesulfonyl)-2-methyl-1H-indole-3-carbaldehyde 
• 1451192-91-8 C₂₆H₃₂N₂O₅S₂ 
• 1451192-86-1 C₂₉H₃₆N₂O₅S₂ 
• 1451192-92-9 C₂₈H₃₆N₂O₄S₂ 
• 1451192-88-3 C₂₈H₃₄N₂O₄S₂ 
• 1451192-93-0 C₂₉H₃₆N₂O₃S₂ 
• 1451192-89-4 C₂₇H₃₂N₂O₃S₂ 
• 1451192-90-7 C₂₅H₂₈N₂O₃S 
• 5416-80-8 2-methyl-1H-indole-3-carbaldehyde 
• 4429-63-4 tabersonine 

Downstream Products

• 3247-10-7 (-)-vincadifformine 
• 4429-63-4 tabersonine 

Relevant academic research and scientific papers

Development and Scope of the Arene-Fused Domino Michael/Mannich Reaction: Application to the Total Syntheses of Aspidosperma Alkaloids (-)-Aspidospermidine, (-)-Tabersonine, and (-)-Vincadifformine

The development and application of the arene-fused domino Michael/Mannich route to the tetrahydrocarbazole (ABE) core of Aspidosperma alkaloids is described. The scope of this novel transformation was studied in terms of the nucleophilic component (i.e., N-sulfinyl metallodienamine) and the electrophilic component (i.e., Michael acceptor). The successful application of this methodology toward the concise total syntheses of classical indole alkaloids (-)-aspidospermidine, (-)-tabersonine, and (-)-vincadifformine in 10-11 steps, respectively, is also discussed.

Domino Michael/Mannich/ N-alkylation route to the tetrahydrocarbazole framework of Aspidosperma alkaloids: Concise total syntheses of (-)-aspidospermidine, (-)-tabersonine, and (-)-vincadifformine

We report a novel, asymmetric domino Michael/Mannich/N-alkylation sequence for the rapid assembly of the tetrahydrocarbazole framework of Aspidosperma alkaloids. This method was utilized in the concise total syntheses of classical targets (-)-aspidospermidine, (-)-tabersonine, and (-)-vincadifformine in 10 or 11 steps. Additional key steps include ring-closing metathesis to prepare the D-ring and Bosch-Rubiralta spirocyclization to prepare the C-ring.

New Dimeric Indole Alkaloids from Stenosolen heterophyllus: Structure Determinations and Synthetic Approach

Structures of eight new dimeric indole alkaloids of the ervafoline 1-4 and ervafolidine series 5-8, isolated from Stenosolen heterophyllus (Vahl) Mgf (Apocynaceae), were investigated by use of mass spectrometry, 1H and 13C nuclear magnetic resonance, and X-ray crystallography.A biogenetic pathway was proposed to take into account the formation of these unusual alkaloids, and, finally, a synthetic approach based on this proposal has been developed.