260964-75-8

Upstream product

• 260964-74-7 (R)-5-(4,4-Dimethoxy-butyl)-pyrrolidin-2-one 
• 378248-22-7 (R)-(+)-8,8a-dihydroindolizin-3(7H)-one 
• 61157-70-8 3,4-dihydro-2H-pyridine-1-carboxaldehyde 
• 378248-35-2 3-bromo-1-(3,4-dihydro-2H-pyridin-1-yl)-propenone 
• 152500-26-0 (S)-5-(hydroxymethyl)-1-(4-methoxyphenylmethyl)-2-pyrrolidinone 
• 260964-70-3 (S)-1-(4-Methoxy-benzyl)-5-oxo-pyrrolidine-2-carbaldehyde 
• 260964-73-6 (R)-5-(4,4-Dimethoxy-butyl)-1-(4-methoxy-benzyl)-pyrrolidin-2-one 
• 260964-72-5 (S)-5-((E)-3-[1,3]Dioxan-2-yl-propenyl)-1-(4-methoxy-benzyl)-pyrrolidin-2-one 

Relevant academic research and scientific papers

Asymmetric Heck cyclization route to indolizidine and azaazulene alkaloids: Synthesis of (+)-5-epiindolizidine 167B and indolizidine 223AB

Asymmetric intramolecular Heck cyclization of endocyclic enamides occurs at room temperature to give indoloizidine and azaazulene ring systems in up to 86% enantiomeric excess. A synthesis of (+)-epiindolizidine 167B and formal synthesis of 5E,9Z-indolizidine 223AB is described.

Expedient synthesis of (+)-trans-5-allylhexahydroindolizidin-3-one

Treatment of the bicyclic iminium ion derived from 5- methoxyhexahydroindolizidin-3-one with allyltrimethylsilane gave exclusively the diastereoisomer in which the allyl group was axial. This substrate is a useful precursor to 5-propyl-3-alkylindolizidine alkaloids.