Organocatalytic multicomponent synthesis of enantioenriched polycyclic 1,2,3,4-tetrahydro-pyridines: key substrate selection enabling regio-and stereoselectivities † - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Chemical Communications Année : 2015

Organocatalytic multicomponent synthesis of enantioenriched polycyclic 1,2,3,4-tetrahydro-pyridines: key substrate selection enabling regio-and stereoselectivities †

Résumé

We have developed the first multicomponent synthesis of enantioenriched polycyclic 1,2,3,4-tetrahydropyridines bearing three contiguous stereogenic centers under iminium activation. The key to the success of this reaction was the use of polyfunctional substrates including 2-aminophenols and scarcely used β-ketoamides triggering a thermodynamically controlled regio- and diastereoselective sequence.
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hal-01133610 , version 1 (23-03-2015)

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Yohan Dudognon, Haiying Du, Jean Rodriguez, Xavier Bugaut, Thierry Constantieux. Organocatalytic multicomponent synthesis of enantioenriched polycyclic 1,2,3,4-tetrahydro-pyridines: key substrate selection enabling regio-and stereoselectivities †. Chemical Communications, 2015, 51, pp.1980-1982. ⟨10.1039/c4cc08469a⟩. ⟨hal-01133610⟩
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