Tetrahedron Letters

The first example of trimethylsilyl methylenenitronate reacting with aldehydes under an apparent Mukaiyama nitro-aldol reaction

FK MacDonald, KMM Carneiro, IR Pottie

Index: MacDonald, Frank K.; Carneiro, Karina M.M.; Pottie, Ian R. Tetrahedron Letters, 2011 , vol. 52, # 8 p. 891 - 893

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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.

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