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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Bibliographic Details
Authors: Kennington, Stuart C. D.; Gómez Palomino, Alejandro; Salomó i Prat, Ernest; Romea, Pedro; Urpí Tubella, Fèlix; Font Bardia, Ma. Mercedes
Format: Article
Status:Accepted version
Publication date:2018
Country:España
Institution:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repository:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/127958
Online Access:https://hdl.handle.net/2445/127958
Access Level:Open access
Keyword:Titani
Estereoquímica
Titanium
Stereochemistry
Description
Summary: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