491-43-0

Upstream product

• 5280-36-4 (9aR)-1t-(toluene-4-sulfonyloxymethyl)-(9ar)-octahydro-quinolizin 
• 4356-43-8 rac-lupanine 
• 145388-39-2 1-(Pent-4-enyl)-2-(trimethylsilyl)piperidine 
• 174363-71-4 2-(trimethylsilyl)piperidine 
• 75844-69-8 t-butyl piperidinecarboxylate 
• 123387-54-2 N-Boc-2-trimethylsilylpiperidine 
• 1119-51-3 bromopentene 
• 54401-76-2 diethyl 4-oxo-4H-quinolizine-1,3-dicarboxylate 
• 486-70-4 lupinine 
• 23506-89-0 (1S,9aR)-1-(aminomethyl)-(octahydro-2H-quinolizine) 

Downstream Products

• 31085-23-1 epi-lupinina 
• 105532-90-9 9-epi-lupinyliden-fluorene 

Relevant academic research and scientific papers

Stereoselectivity in the Photoinduced Electron Transfer (PET) promoted intramolecular cyclisations of 1-alkenyl-2-silyl-piperidines and -pyrrolidines: Rapid construction of 1-azabicyclo[m.n.0] alkanes and stereoselective synthesis of (±)-isoretronecanol and (±)-epilupinine

PET promoted cyclisations of 1-alkenyl-2-silyl-pyrrolidines and -piperidines 9a-d to 1-aza-bicyclo[m.n.0]alkanes have been found to be stereoselective. The five-membered ring formation gives predominantly cis products while six-membered rings are trans. Application of such cyclisations to the synthesis of (±)-isoretronecanol 22a, (±)-epilupinine 29 and related alkaloids has been demonstrated. Copyright 1996 by the Royal Society of Chemistry.

Stereoselectivity in the cyclisation of photoinduced electron transfer (PET) generated cyclic α -amino radicals: First general stereoselective entry to 1-azabicyclo (m:n:o) alkane systems

Stereoselectivity in the intramolecular cyclisation of PET-generated cyclic α-amino radicals and its application to the synthesis of 1-azabicyclo (m:n:o) alkane systems is reported.