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

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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Hauptverfasser: Kennington, Stuart C. D, Gómez Palomino, Alejandro, Salomó i Prat, Ernest, Romea, Pedro, Urpí Tubella, Fèlix, Font Bardia, Ma. Mercedes
Format: Artikel
Sprache:eng
Schlagworte:
Estereoquímica
Stereochemistry
Titani
Titanium
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Zusammenfassung: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
ISSN:1477-0520
DOI:10.1039/c8ob01074a