614733-23-2

Upstream product

• 614733-18-5 (+)-(3R,4S)-4-methyl-3-(benzyloxy)-2-azetidinone 
• 614733-16-3 (+)-(3R,4R)-1-(p-anisyl)-4-iodomethyl-3-(benzyloxy)-2-azetidinone 
• 614733-15-2 (+)-(3R,4S)-1-(p-anisyl)-4-(methanesulfonyloxymethyl)-3-benzyloxy-2-azetidinone 
• 614733-28-7 methyl (2Z,4S,5S)-5-[(tert-butyloxycarbonyl)amino]-4-(benzyloxy)-2-hexenoate 
• 614733-20-9 (-)-(2R,3S)-3-[(tert-butyloxycarbonyl)amino]-2-(benzyloxy)butan-1-ol 
• 614733-17-4 (+)-(3R,4S)-1-(p-anisyl)-4-methyl-3-(benzyloxy)-2-azetidinone 
• 614733-21-0 (2R,3S)-3-[(tert-butyloxycarbonyl)amino]-2-(benzyloxy)butanal 
• 614733-19-6 (+)-(3R,4S)-1-(tert-butyloxycarbonyl)-4-methyl-3-(benzyloxy)-2-azetidinone 
• 160334-80-5 (-)-(3R,4S)-trans-3-benzyloxy-4-formyl-1-(p-methoxyphenyl)-2-azetidinone 
• 160237-99-0 (3R,4S)-1-(4-methoxyphenyl)-3-(benzyloxy)-4-(hydroxymethyl)-2-azetidinone 

Downstream Products

• 614733-24-3 (+)-(5S,6S)-1-benzyl-5-(benzyloxy)-6-methyl-1,2,5,6-tetrahydro-2-pyridinone 
• 165672-52-6 (-)-(5S,6S)-1-benzyl-5-(benzyloxy)6-methyl-hexahydro-2-pyridinone 

Relevant academic research and scientific papers

Facile conversion of 2-azetidinones to 2-piperidones: Application to a formal synthesis of Prosopis and Cassia alkaloids

Nonracemic 5,6-disubstituted 2-piperidones were prepared from readily accessible 3,4-disubstituted-2-azetidinones having pre-installed substituents by reductive ring opening of 2-azetidinones followed by stereoselective installation of Z-α,β-unsaturated ester and lactam formation. For the synthetic application to the naturally occurring piperidine alkaloids, such as Prosopis and Cassia alkaloids, 5-hydroxy-2-piperidones (+)-13 and (-)-24 were prepared from 2-azetidinones (-)-6b and (+)-18 via two-carbon ring homologation.