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:Versión aceptada para publicación
Publication Date:2018
Country:España
Institution:Universidad de Barcelona
Repository:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu: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

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