Synthèse énantiosélective d’1,2 et 1,3-diamines et Développement de réactions multicomposants dans des conditions oxydantes

  • Drouet, Fleur
Publication date
December 2011
Publisher
HAL CCSD

Abstract

The aim of this study is the development of new access to highly functionalized nitrogen-containing compounds with respect to the green chemistry principles.First, an Ugi four-component reaction from alcohols has been studied. In the presence of hypervalent iodine compounds, used as oxidant and introduced in stoechiometric or catalytic quantites, an efficient one-pot sequence has been developed.Then, a new four-component Mannich reaction using a catalytic amount of BINOL-derived phosphoric acid gave an access to enantioenriched 1,3-diamines from enamides. Changing the electrophilic imine partner to a diazene compound afforded aminoketones or 1,2-diamines precursors in high yields and excellent enantiomeric excess.Finally, two new iron-catal...

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