N-Vinyl-2-oxazolidinones:  Efficient Chiral Dienophiles for the [4 + 2]-Based de Novo Synthesis of New N-2-Deoxyglycosides

Under smooth Eu(fod)3-catalyzed conditions, the inverse-electron demand hetero-Diels−Alder reactions between enantiopure N-vinyl-2-oxazolidinones 1a−f and representative β,γ-unsaturated α-ketoesters proceed with a high degree of endo and facial diastereoselectivity. The elucidation of the stereostru...

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Veröffentlicht in:	Journal of organic chemistry 2004-06, Vol.69 (12), p.4192-4202
Hauptverfasser:	Gaulon, Catherine, Dhal, Robert, Chapin, Teddy, Maisonneuve, Vincent, Dujardin, Gilles
Format:	Artikel
Sprache:	eng
Schlagworte:	Carbohydrates with 4, 5, 6, ... C atoms, dissacharides and oligosaccharides Carbohydrates. Nucleosides and nucleotides Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms Organic chemistry Preparations and properties
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