443305-67-7

Upstream product

• 191171-55-8 2-anilineboronic acid pinacol ester 
• 1122478-46-9 (±)-8-ethyl-8-vinyl-5,6,7,8-tetrahydroindolizine 
• 100779-91-7 1-(3-bromopropyl)-1H-pyrrole 
• 81159-43-5 methanesulfonic acid pent-2-ynyl ester 
• 443305-68-8 8,8-diethyl-1-(2-nitro-phenyl)-5,6,7,8-tetrahydro-indolizine-3-carboxylic acid methyl ester 
• 281676-23-1 8,8-diethyl-1-(2-nitro-phenyl)-5,6,7,8-tetrahydro-indolizine 
• 111678-15-0 (E)-1-(3-bromoprop-1-en-1-yl)-2-nitrobenzene 
• 67625-92-7 3,3-diethyl-3,4,5,6-tetrahydropyridine 
• 443305-59-7 1-(2-{[1-((R)-4-Cyclohexyl-4,5-dihydro-oxazol-2-yl)-1-phenyl-meth-(E)-ylidene]-amino}-phenyl)-8,8-diethyl-5,6,7,8-tetrahydro-indolizine-3-carboxylic acid methyl ester 
• 443305-66-6 8,8-Diethyl-1-(2-{[1-phenyl-1-((R)-4-phenyl-4,5-dihydro-oxazol-2-yl)-meth-(E)-ylidene]-amino}-phenyl)-5,6,7,8-tetrahydro-indolizine-3-carboxylic acid methyl ester 
• 443305-57-5 8,8-Diethyl-1-(2-{[1-((R)-4-isopropyl-4,5-dihydro-oxazol-2-yl)-1-phenyl-meth-(E)-ylidene]-amino}-phenyl)-5,6,7,8-tetrahydro-indolizine-3-carboxylic acid methyl ester 
• 281676-19-5 1-(2-amino-phenyl)-8,8-diethyl-5,6,7,8-tetrahydro-indolizine-3-carboxylic acid methyl ester 
• 443305-37-1 (R)-8-Ethyl-1-(2-{[1-phenyl-1-((R)-4-phenyl-4,5-dihydro-oxazol-2-yl)-meth-(E)-ylidene]-amino}-phenyl)-8-vinyl-5,6,7,8-tetrahydro-indolizine-3-carboxylic acid methyl ester 

Downstream Products

• 197141-94-9 (R)-3-(1-(2-aminophenyl)-8-ethyl-5,6,7,8-tetrahydroindolizin-8-yl)propanoic acid 

Relevant academic research and scientific papers

Short Enantioselective Total Synthesis of (-)-Rhazinilam Using a Gold(I)-Catalyzed Cyclization

(R)-(-)-Rhazinilam has been synthesized in nine steps and 20% overall yield. The key steps involve two metal-catalyzed processes: the enantioselective gold(I)-catalyzed cycloisomerization of an allene-functionalized pyrrole and the palladium-catalyzed hydrocarboxylation of a vinyl moiety with formate as a CO surrogate. This novel strategy represents the shortest and highest yielding enantioselective total synthesis of (-)-rhazinilam.

Total synthesis of (-)-rhazinilam: Asymmetric C-H bond activation via the use of a chiral auxiliary

The antitumor agent (-)-rhazinilam was synthesized in three major steps, namely the pyrrole synthesis, selective C-H bond activation, and direct macrolactam formation. The key step involved asymmetric C-H bond functionalization (dehydrogenation) of the di