Stereoselective Oxidation of Titanium(IV) Enolates with Oxygen

Stereoselective Oxidation of Titanium(IV) Enolates with Oxygen

Abstract A novel approach to synthesize enantiomerically pure α-hydroxy carboxylic derivatives is reported. A highly stereoselective oxidation of titanium(IV) enolates from chiral N -acyloxazolidinones is performed with oxygen under simple experimental conditions that do not require any reducing ste...

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Veröffentlicht in:Synthesis (Stuttgart) 2018-07, Vol.50 (14), p.2721-2726
Hauptverfasser: Gómez-Palomino, Alejandro, Romea, Pedro, Urpí, Fèlix
Format: Artikel
Sprache:eng
Schlagworte:
Chirality
Estereoquímica
Quiralitat
Stereochemistry
Titani
Titanium
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Zusammenfassung:Abstract A novel approach to synthesize enantiomerically pure α-hydroxy carboxylic derivatives is reported. A highly stereoselective oxidation of titanium(IV) enolates from chiral N -acyloxazolidinones is performed with oxygen under simple experimental conditions that do not require any reducing steps. The success of this approach depends on the biradical character of titanium(IV) enolates.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0037-1609966