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

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Date
2011-02-08
Authors
Pottie, Ian
MacDonald, Frank
Carneiroa, Karina
Journal Title
Journal ISSN
Volume Title
Publisher
Tetrahedron Letters
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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Keywords
Mukaiyama nitro-aldol , 1,2-Nitroalcohol , Henry reaction , Silyl nitronate , Scandium triflate
Citation
MacDonald, F. K., Carneiro, K. M. M., & Pottie, I. R. (2011). The first example of trimethylsilyl methylenenitronate reacting with aldehydes under an apparent Mukaiyama nitro-aldol reaction. Tetrahedron Letters, 52(8), 891–893. doi:10.1016/j.tetlet.2010.12.056
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