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Alkene‐Directed N‐Attack Chemoselectivity in the Gold‐Catalyzed [2+2+1]‐Annulations of 1,6‐Enynes with N‐Hydroxyanilines
Authors:Dr Deepak B Huple  Bhanudas D Mokar  Prof Dr Rai‐Shung Liu
Institution:Department of Chemistry, National Tsing‐Hua University, Hsinchu, 30013 (Taiwan, ROC)
Abstract:Kinetically unstable nitrones are generated from gold‐catalyzed reactions of 1,6‐enynes with N‐hydroxyanilines, and subsequently trapped by tethered alkenes to furnish 2+2+1]‐annulations. Our experimental data reveal that such nitrones arise from atypical N‐attack chemoselectivity that is triggered by tethered alkenes to facilitate the key protodeauration reaction.
Keywords:annulations  chemoselectivity  gold catalyst  N‐attack
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