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Synfacts 2009(9): 0998-0998  
DOI: 10.1055/s-0029-1217661
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Oxidative Addition of Nucleophiles to Vinyl Oxazolidinones

Contributor(s): Mark Lautens, Jane Panteleev
L. Liu, P. E. Floreancig*
University of Pittsburgh, USA
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Publication History

Publication Date:
21 August 2009 (online)

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Significance

The authors report an oxidative C-H bond functionalization of vinyl oxazolidin­ones. This work is derived from the authors’ earlier studies on DDQ-oxidative C-H bond cleavage (i.e. Angew. Chem. Int. Ed. 2009, 48, 4567). A variety of tethered nucleophiles can be used to add to an intermediate acyliminium ion with high efficiency.