Domino Michael addition-cyclization reactions of alpha,beta-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 pro- ceeds chemoselectively under mild conditions affording 3,4-dihydropyran-2-ones in high yields.
A new approach to 4,6-disubstituted-3,4-dihydropyran-2-ones by Domino Michael addition-cyclization reaction under PTC conditions / N. Gaggero, D. C. M. Albanese, D. Nava. - In: TETRAHEDRON. - ISSN 0040-4020. - 70:45(2014 Sep 18), pp. 8744-8749. [10.1016/j.tet.2014.09.022]
A new approach to 4,6-disubstituted-3,4-dihydropyran-2-ones by Domino Michael addition-cyclization reaction under PTC conditions
N. Gaggero;D.C.M. Albanese;D. Nava
2014
Abstract
Domino Michael addition-cyclization reactions of alpha,beta-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 pro- ceeds chemoselectively under mild conditions affording 3,4-dihydropyran-2-ones in high yields.
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