155768-48-2

Upstream product

• 155768-36-8 (Z)-5-(4-Methoxyphenyl)-4-penten-1-amine 
• 19684-04-9 (R)-(-)-tetrahydro-5-oxo-2-furancarboxylic acid methyl ester 
• 155768-35-7 (Z)-2-<5-(4-Methoxyphenyl)-4-pentenyl>-1H-isoindole-1,3(2H)-dione 

Downstream Products

• 1026409-96-0 Benzoic acid (R)-1-methoxycarbonyl-3-{3-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-3,4,5,6-tetrahydro-pyridin-2-yl}-propyl ester 
• 1055036-47-9 -Methyl 2-(benzoyloxy)-5-<<5-(4-methoxyphenyl)-4-pentenyl>amino>-5-oxopentanoate 

Relevant academic research and scientific papers

Synthesis of Chiral Hydroxylated Quinolizidines via Vinylogous Bischler-Napieralski Nitrilium Ion Cyclizations

Treatment of the amido esters 9 and 17 with PPSE (polyphosphoric acid trimethylsilyl ester) followed by NaBH4 in ethanol gave the quinolizidinones 11-14 and 19 via a vinylogous Bischler-Napieralski nitrilium ion cyclization-reductive lactamization two-step process.Subsequent ozonolysis and reduction afforded chiral hydroxylated quinolizidines in moderate to good yield.In contrast to five-membered-ring formation, six-membered-ring formation via nitrilium-ion cyclization requires a p-methoxy-substituted styryl terminator.The effect para-substituted styryl terminators have on the energy of activation and ΔH for the cyclization process has been calculated by semiempirical and ab initio methods.