940288-16-4

Upstream product

• 100-46-9 benzylamine 
• 129076-05-7 (+)-(2S)-N-benzyl-but-3-en-2-amine 
• 898831-79-3 (3R,4S)-4-[benzyl(2-nitrobenzenesulfonyl)amino]pent-1-en-3-ol 
• 940288-15-3 (1S,2R)-N-benzyl-N-(2-hydroxy-1-methylbut-3-enyl)acrylamide 

Downstream Products

• 940288-04-0 (5R,6S)-1-benzyl-5,6-dihydro-6-methyl-5-diphenylphosphoryloxy-1H-pyridine-2-one 

Relevant academic research and scientific papers

Enantio- and diastereoselective syntheses of 3-hydroxypiperidines through iridium-catalyzed allylic substitution

Stereoselective syntheses of 3-hydroxypiperidines have been developed. Key intermediates are N-protected allylamines that are prepared by an enantioselective iridium-catalyzed allylic amination. A subsequent catch and release procedure that involves an epoxidation and base-mediated elimination yields δ-lactams that are suitably functionalized to prepare biologically active 3-hydroxypiperidines. In addition, applications of this method to the total syntheses of deoxymannojirimycin, D-erythro-sphingosine, and chiral building blocks of interest for medicinal chemistry are described. Stereoselective syntheses of 3-hydroxypiperidines are reported. The key reactions are an iridium-catalyzed allylic amination and a catch and release procedure that consists of a highly diastereoselective epoxidation and a base-mediated ring opening of the epoxide. This method was applied to the total syntheses of sphingosine, deoxymannojirimycin, and pharmaceutically relevant small molecules. Copyright

Development of copper-mediated allylation of γ-activated-α,β-unsaturated lactam toward peptide mimetic synthesis

Reactions of γ-activated-α,β-unsaturated lactams with allylboronate in the presence of LiOi-Pr and CuX (stoichiometric or catalytic amount) proceed in an anti-SN2′ manner to yield α-allylated compounds that serve as a potential synthetic interm