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Anti-selective and regioselective aldol addition of ketones with aldehydes using MgI2 as promoter |
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| Authors: | Han-Xun Wei Richard L. Jasoni Jiali Hu |
| Affiliation: | a Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX 79409, USA b Institute for Biological Sciences, National Research Council of Canada, Ottawa, Ont., Canada K1A 0R6 |
| Abstract: | The first example of a direct aldehyde-ketone coupling using the secondary amine piperidine as base in the presence of MgI2 to generate high selectivity of anti-aldol products from unmodified ethyl ketones in high yield is reported. The coupling reactions were carried out in a one-pot reaction by mixing four reaction components at room temperature. In the case of unsymmetrical ketones, addition was made to the less hindered α-side. |
| Keywords: | Piperidine Anti-aldol reaction Magnesium iodide Ethyl ketone |
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