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Synfacts 2010(8): 0898-0898  
DOI: 10.1055/s-0030-1257815
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Gold-Catalyzed Synthesis of E-α-Haloenones from Propargyl Acetates

Contributor(s): Hisashi Yamamoto, Patrick Brady
D. Wang, X. Ye, X. Shi*
West Virginia University, Morgantown, USA
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Publication History

Publication Date:
22 July 2010 (online)

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Significance

This synthesis of E-α-haloenones complements previous work by Zhang and co-workers to furnish Z-α-halonenones (Org. Lett. 2007, 9, 2147). High E-selectivity is obtained for most substrates, except those bearing alkyl substituents and electron-rich aromatic groups.