1217-18-1

Upstream product

• 157634-02-1 tert-butyl 2-formylpiperidine-1-carboxylate 
• 132910-79-3 (+/-) methyl N-tert-butyloxycarbonyl 2-piperidinecarboxylate 
• 470669-24-0 (2-iodo-phenyl)-[2-(4-trimethylsilanyl-but-3-ynyl)-piperidin-1-yl]-methanone 
• 470669-20-6 2-(4-trimethylsilanyl-but-3-ynyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 470668-98-5 ethyl (2E)-3-[1-(tert-butoxycarbonyl)piperidin-2-yl]-2-propenoate 
• 470668-99-6 tert-butyl 2-(3-ethoxy-3-oxopropyl)piperidine-1-carboxylate 
• 470669-22-8 2-(4,4-dibromo-but-3-enyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 179746-48-6 N-tert-butoxycarbonyl-3-piperidin-2-yl-propionaldehyde 
• 179746-47-5 1N-tert-butoxycarbonyl-2(R/S)-(3-hydroxypropyl)-piperidine 
• 157634-00-9 tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate 
• 470669-28-4 9-benzoyl-2-methylene-9-azabicyclo[3.3.1]nonane 
• 470669-26-2 9-benzoyl-4-(trimethylsilylmethylene)-9-azabicyclo[3.3.1]nonane 

Relevant academic research and scientific papers

A new entry to 9-azabicyclo[3.3.1]nonanes using radical translocation/cyclisation reactions of 2-(but-3-ynyl)-1-(o-iodobenzoyl)piperidines

The 2-[4-(trimethylsilyl) but-3-ynyl]piperidines 16a-c, upon treatment with tributyltin hydride in the presence of azoisobutyronitrile in refluxing toluene, gave the 9-azabicyclo[3.3.1]nonanes 17a-c in high yields, respectively. Compound 17c was subjected to desilylation, ozonolysis, and subsequent 1,2-transposition of the resulting carbonyl group to give 9-benzoyl-1-methyl-9-azabicyclo[3.3.1]nonan-3-one, a potential precursor for the synthesis of (±)-euphococcinine.