912358-37-3

Upstream product

• 912358-35-1 1-[(1S)-1-phenylethyl]piperidine-2-carbonitrile 
• 107-08-4 1-iodo-propane 
• 111-24-0 1,5-dibromo-pentane 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 7529-63-7 (1'S)-(-)-1-(1'-phenylethyl)piperidine 

Downstream Products

• 113965-36-9 (S)-1-((S)-1-Phenyl-ethyl)-2-propyl-piperidine 
• 912358-38-4 (R)-1-((S)-1-Phenyl-ethyl)-2-propyl-piperidine 
• 458-88-8 coniine 

Relevant academic research and scientific papers

Anodic cyanation of (S)-(-)-1-1(1-phenylethyl)piperidine: An expeditious synthesis of (S)-(+)-coniine

A short and efficient asymmetric synthesis of enantiopure (S)-(+)-coniine is reported. Anodic cyanation of (-)-1-[(1S)-1-phenylethyl]piperidine, derived from [(1S)-1-phenylethyl]amine, results in regioselective formation of the corresponding α-amino-nitrile, which was alkylated with propyl iodide to give a bifunctional derivative. The latter underwent a stereoselective reductive decyanation (80% de), the product of which was hydrogenolyzed to afforded (S)-(+)-coniine (99% ee) with an overall 35% yield from (-)-1 -[(1S)-1-phenylethyl]piperidine. Georg Thieme Verlag Stuttgart.