4.6 Article

Enantioselective Organocatalytic Addition of Azlactones to Maleimides: A Highly Stereocontrolled Entry to 2,2-Disubstituted-2H-oxazol-5-ones

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 16, Issue 32, Pages 9884-9889

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201000239

Keywords

maleimides; Michael addition; organocatalysis; oxazolones

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The first highly diastereo- and enantioselective organocatalytic synthesis of 2.2-disubstituted-2H-oxazol-5-ones is described The addition of oxazolones to maleimides is promoted by bifunctional thiourea catalysts, which afford the corresponding 2.2-disubstituted-2H-oxazol-5-ones with total regio- and stereocontrol

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