Convenient and efficient decarboxylative aldol reaction of malonic acid half esters with trifluoromethyl ketones
A convenient and efficient decarboxylative ketone aldol condensation of malonic acid half esters was reported. In the presence of catalytic amount of triethylamine, a series of aromatic and alkyl trifluoromethyl ketones were transformed into the desired adducts in 61–99% yields. In a preliminary exp...
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Veröffentlicht in: | Tetrahedron letters 2012-04, Vol.53 (16), p.2117-2120 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | A convenient and efficient decarboxylative ketone aldol condensation of malonic acid half esters was reported. In the presence of catalytic amount of triethylamine, a series of aromatic and alkyl trifluoromethyl ketones were transformed into the desired adducts in 61–99% yields. In a preliminary experiment, a moderate stereoselectivity was obtained. Direct reduction of the aldol product with LiAlH4 afforded trifluoromethylated 1,3-diol. |
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ISSN: | 0040-4039 1873-3581 |
DOI: | 10.1016/j.tetlet.2012.02.053 |