76376-57-3

Upstream product

• 1395097-38-7 C₁₈H₂₂N₂O₃ 
• 1395097-37-6 C₂₄H₂₅N₃O₇S 
• 913524-95-5 C₂₂H₂₁N₃O₆S 
• 1395097-36-5 C₂₇H₂₉N₃O₈S 
• 1395097-35-4 C₂₀H₁₉N₃O₆S 
• 19005-93-7 1H-indol-2-ylcarboxaldehyde 
• 26076-15-3 2-((2R,3S,12bS)-3-Ethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-3-oxo-propionic acid methyl ester 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 86980-97-4 1,4,6,7,12,12b-Hexahydroindolo<2,3-a>chinolizin-3-carbonsaeure-ethylester 
• 60339-88-0 rac-19-oxo-(15βH)-17-nor-coryn-20-ene-16,16-dicarboxylic acid dimethyl ester 
• 18802-06-7 2-((2R,3S,12bS)-3-Ethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-malonic acid dimethyl ester 
• 91034-23-0 2-((1R,5S)-5-Ethyl-3-hydroxy-2-methoxycarbonyl-4-oxo-cyclopent-2-enyl)-malonic acid dimethyl ester 
• 93630-84-3 2-((1S,2S)-2-Ethyl-3,4-dihydroxy-5-methoxycarbonyl-cyclopentyl)-malonic acid dimethyl ester 
• 61-54-1 tryptamine 

Relevant academic research and scientific papers

Total synthesis of (±)-hirsutine: Application of phosphine-catalyzed imine-allene [4 + 2] annulation

The total synthesis of the indole alkaloid hirsutine has been achieved, with a key step being the application of our phosphine-catalyzed [4 + 2] annulation of an imine with ethyl α-methylallenoate. From commercially available indole-2-carboxaldehyde, the target was synthesized in 14 steps and 6.7% overall yield.

Preparation of (±)-hirsutine and (±)-3-isocorynantheidine

Preparation of indole alkaloids (±)-hirsutine (1) and (±)-3- isocorynantheidine (2) is described.

Stereoselective Total Synthesis of (+/-)-Hirsutine and Related Corynanthe Alkaloids

In a completely stereoselective sequence, an analogue of dihydrosecologanin aglucone has been synthesised via a novel cyclopentenedione dimer and converted into tetracyclic indole alkaloids.