A cooperative participation of the amido group in the organocatalytic construction of all-carbon quartenary stereocenters by Michael addition with beta-ketoamides - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2011

A cooperative participation of the amido group in the organocatalytic construction of all-carbon quartenary stereocenters by Michael addition with beta-ketoamides

Résumé

The secondary amido group of α-substituted β-ketoamides plays a crucial role in the control of the reactivity and spatial arrangement (selectivity) in the organocatalyzed Michael addition to unsaturated carbonyls. This results in an unprecedented activation mode of substrates through H-bonding interactions allowing the construction of enantiomerically enriched functionalized all-carbon quaternary centers and spiroaminals of high synthetic potential.
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hal-01407713 , version 1 (02-12-2016)

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M. del Mar Sanchez Duque, Olivier Baslé, N. Isambert, A. Gaudel-Siri, Yves Génisson, et al.. A cooperative participation of the amido group in the organocatalytic construction of all-carbon quartenary stereocenters by Michael addition with beta-ketoamides. Organic Letters, 2011, 13, pp.3296. ⟨10.1021/ol200924e⟩. ⟨hal-01407713⟩
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