General and stereoselective aminoxylation of biradical titanium(IV) enolates with TEMPO: a detailed study on the effect of the chiral auxiliary

A comprehensive analysis of the influence of the chiral auxiliary on the α-aminoxylation of titanium(IV) enolates with TEMPO indicated that (S) 4-tert-butyl-1-oxazolidine-2-thione is the most appropriate scaffold to provide a single diastereomer in high yields for a variety of substrates, which conv...

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Detalles Bibliográficos
Autores: Kennington, Stuart C. D.; Gómez Palomino, Alejandro; Salomó i Prat, Ernest; Romea, Pedro; Urpí Tubella, Fèlix; Font Bardia, Ma. Mercedes
Tipo de documento: Artículo
Estado:Accepted version
Fecha de publicación:2018
País:España
Institución:Universidad de Barcelona
Repositorio:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu:2445/127958
Acceso en línea:https://hdl.handle.net/2445/127958
Nivel de acceso:Acceso abierto
Palabra clave:Titani
Estereoquímica
Titanium
Stereochemistry
Descripción
Sumario:A comprehensive analysis of the influence of the chiral auxiliary on the α-aminoxylation of titanium(IV) enolates with TEMPO indicated that (S) 4-tert-butyl-1-oxazolidine-2-thione is the most appropriate scaffold to provide a single diastereomer in high yields for a variety of substrates, which converts such a radical reaction into a highly chemo- and stereoselective oxidation