311772-58-4

Upstream product

• 2622-05-1 allylmagnesium bromide 
• 2746-25-0 p-Methoxybenzyl bromide 
• 100-52-7 benzaldehyde 

Downstream Products

• 1070913-20-0 (R)-1-phenyl-2-[N(1')-(tert-butoxycarbonyl)piperidin-2'-yl]ethanone 
• 311772-66-4 tert-butyl N-allyl-(1R)-1-{(2R)-2-[(4-methoxybenzyl)oxy]-2-phenylethyl}but-3-enylcarbamate 
• 311772-69-7 tert-butyl (2R)-2-{(2R)-2-[(4-methoxybenzyl)oxy]-2-phenylethyl}piperidine-1-carboxylate 
• 311772-65-3 tert-butyl (1R)-1-{(2R)-2-[(4-methoxybenzyl)oxy]-2-phenylethyl}but-3-enylcarbamate 
• 311772-68-6 tert-butyl (2R)-2-{(2R)-2-[(4-methoxybenzyl)oxy]-2-phenylethyl}-1,2,3,6-tetrahydropyridine-1-carboxylate 
• 311772-70-0 (R)-2-((R)-2-hydroxy-2-phenylethyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 311772-62-0 1-{[((1R,3S)-3-azido-1-phenylhex-5-enyl)oxy]methyl}-4-methoxybenzene 
• 311772-63-1 (1R,3S)-1-[(4-methoxybenzyl)oxy]-1-phenylhex-5-en-3-amine 
• 311772-60-8 (1R,3S)-1-[(4-methoxybenzyl)oxy]-1-phenylhex-5-en-3-ol 
• 67008-23-5 (2R)-2-((2R)-2-hydroxy-2-phenylethyl)-1-methylpiperidine 
• 405114-20-7 (3R)-3-[(4-methoxybenzyl)oxy]-3-phenylpropanal 

Relevant academic research and scientific papers

Enantioselective allyltitanations and metathesis reactions. Application to the synthesis of piperidine alkaloids (+)-sedamine and (-)-prosophylline

An enantioselective synthesis of the piperidine alkaloids (+)-sedamine and (-)-prosophylline is reported. The synthesis of (+)-sedamine has been achieved in 12 steps with an overall yield of 20% from benzaldehyde, and (-)-prosophylline was obtained in 15 steps with an overall yield of 9.2%, starting from D-glyceraldehyde acetonide 14. The key steps are enantioselective allyltitanation reactions and ring-closing or cross-metathesis reactions.