Enantioselective Synthesis of β-Methyl Amines via Iridium-Catalyzed Asymmetric Hydrogenation of N-Sulfonyl Allyl Amines.

Cabré Montesinos, AlbertVerdaguer i Espaulella, XavierRiera i Escalé, Antoni2019-10-282020-08-052019-08-051615-4150https://hdl.handle.net/2445/143362The iridium-catalyzed asym. hydrogenation of several N-sulfonyl allyl amines was reported. All substrates could be easily obtained by the Ir-catalyzed isomerization of N-tosylaziridines reported previously. The com. available threonine-derived phosphinite (UbaPHOX) iridium complex had been found to be the best catalyst for this catalytic application, affording β-Me amines I [R1 = H, 4-Cl, 4-Br, etc.;R2 = Me, i-Pr, 4-MeC6H4; R3 = H, Me] with good to excellent ee values (up to 94%). The synthetic potential of this novel methodol. was demonstrated by the formal synthesis of Lorcaserin and LY-404187.5 p.application/pdfeng(c) Wiley-VCH, 2019IridiCatàlisi asimètricaHidrogenacióSíntesi de fàrmacsIridiumEnantioselective catalysisHydrogenationDrug synthesisEnantioselective Synthesis of β-Methyl Amines via Iridium-Catalyzed Asymmetric Hydrogenation of N-Sulfonyl Allyl Amines.info:eu-repo/semantics/article6923372019-10-28info:eu-repo/semantics/openAccess