Nickel(II)-catalyzed Michael additions. Formation of quaternary centers and diastereoselective addition of enantiopure N-acetoacetyl-4- benzyloxazolidin-2-one

Jaume Clariana, Nicanor Gálvez, Caroline Marchi, Marcial Moreno-Mañas, Adelina Vallribera, Elies Molins

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52 Citations (Scopus)

Abstract

Ni(acac)2 and Ni(salicylaldehydate)2 are effective catalysts for conjugate additions of 2-methyl-1,3-dicarbonyl compounds to Michael acceptors. Significant diastereomeric excesses are obtained in the Michael additions of enantiopure N-acetoacetyl-4-benzyloxazolidinones. Reaction of the latter compound with aryl isocyanates affords unsymmetrical diamides of malonic acid.
Original languageEnglish
Pages (from-to)7331-7344
JournalTetrahedron
Volume55
Issue number23
DOIs
Publication statusPublished - 4 Jun 1999

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