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The first example of trimethylsilyl methylenenitronate reacting with aldehydes under an apparent Mukaiyama nitro-aldol reaction
Authors:Frank K MacDonaldKarina MM Carneiro  Ian R Pottie
Institution:a Department of Chemistry and Physics, Mount Saint Vincent University, Halifax, Nova Scotia, Canada B3M 2J6
b Department of Chemistry, Saint Mary’s University, Halifax, Nova Scotia, Canada B3H 3C3
Abstract:Trimethylsilyl methylenenitronate reacts with both aliphatic and aromatic aldehydes in the presence of catalytic amounts of scandium(III) triflate to form the Henry reaction products in low (25%) to good yields (77%). This is the first example of this silyl nitronate undergoing a nitro-aldol reaction under an acid environment.
Keywords:Mukaiyama nitro-aldol  1  2-Nitroalcohol  Henry reaction  Silyl nitronate  Scandium triflate
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