Protected syn-aldol compounds from direct, catalytic, and enantioselective reactions of N-acyl-1,3-oxazinane-2-thiones with aromatic acetals

Mellado Hidalgo, MiguelRomero Cavagnaro, Elias A.Nageswaran, SajanthanaaPuddu, SabrinaKennington, Stuart C. D.Costa i Arnau, Anna M.Romea, PedroUrpí Tubella, FèlixAullón López, GabrielFont Bardia, Ma. Mercedes2023-03-292024-01-262023-01-261523-7060https://hdl.handle.net/2445/196206A direct and asymmetric syn-aldol reaction of N-acyl-1,3-oxazinane-2-thiones with dialkyl acetals from aromatic acetals in the presence of 2-5 mol % [DTBM-SEGPHOS]NiCl2, TMSOTf, and lutidine has been developed. It has been established that the oxazinanethione heterocycle, used for the first time as a scaffold in asymmetric carbon-carbon bond-forming reactions, can be smoothly removed to give access to a variety of enantiomerically pure compounds with high synthetic value.5 p.application/pdfeng(c) American Chemical Society , 2023AldehidsEstructura molecularAldehydesMolecular structureProtected syn-aldol compounds from direct, catalytic, and enantioselective reactions of N-acyl-1,3-oxazinane-2-thiones with aromatic acetalsinfo:eu-repo/semantics/article7293832023-03-29info:eu-repo/semantics/openAccess