A new approach to 4,6-disubstituted-3,4-dihydropyran-2-ones by Domino Michael addition-cyclization reaction under PTC conditions |
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| Authors: | Nicoletta Gaggero Domenico CM Albanese Donatella Nava |
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| Institution: | 1. Dipartimento di Scienze Farmaceutiche (DISFARM), Sezione di Chimica Generale e Organica “Alessandro Marchesini” Università degli Studi di Milano, via Venezian 21, 20133 Milano, Italy;2. Dipartimento di Chimica, Università degli Studi di Milano, via Golgi 19, 20133 Milano, Italy |
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| Abstract: | Domino Michael addition-cyclization reactions of α,β-unsaturated carbonyl compounds with activated 1,3-dithiane-2-carbothioate esters under solid-liquid phase transfer catalysis conditions provide 4,6-disubstituted-3,4-dihydropyran-2-one-3,3-dithioacetals in good chemical yield. Desulfurization proceeds chemoselectively under mild conditions affording 3,4-dihydropyran-2-ones in high yields. |
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| Keywords: | Phase transfer catalysis 3 4-Dihydropyran-2-ones 1 3-Dithiane-2-carbothioate esters Domino reactions Thio-Michael addition Organocatalysis |
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