Title of article
N-Vinyl-1,3-oxazolidine-2-thiones as Dienophiles in Inverse Hetero-Diels-Alder Reactions: New Prospects for Asymmetric Induction
Author/Authors
Dujardin، Gilles نويسنده , , Tatibouet، Arnaud نويسنده , , Rollin، Patrick نويسنده , , Tardy، Sebastien نويسنده ,
Pages
-1424
From page
1425
To page
0
Abstract
Several N-vinyl-1,3-oxazolidine-2-thione (N-vinyl OZT) were conveniently used as new dienophiles in Eu(fod)3-catalyzed reverse hetero-Diels-Alder reactions involving benzylidene pyruvic acid methyl ester. Simple chiral N-vinyl OZT analogues homogeneously led to moderate endo and facial diastereoselectivities, when compared to those obtained with the corresponding N-vinyl-1,3-oxazolidin-2-ones. In contrast, high diastereocontrols were observed with a sugar-derived N-vinyl OZT.
Keywords
oxazolidinethiones , hetero-Diels-Alder , enamide
Journal title
Astroparticle Physics
Record number
111165
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