Publication | Open Access
Mizoroki–Heck Cyclizations of Amide Derivatives for the Introduction of Quaternary Centers
22
Citations
61
References
2017
Year
EngineeringOrganic ChemistryChemistryHeterocycle ChemistryMizoroki–heck CyclizationsNickel CatalysisStereoselective SynthesisSp 3Cross-coupling ReactionDerivativesDiversity-oriented SynthesisQuaternary CentersAmide DerivativesCatalysisBiomolecular EngineeringHeterocyclicNatural SciencesDerivative (Chemistry)Synthetic Chemistry
Abstract We report non‐decarbonylative Mizoroki–Heck reactions of amide derivatives. The transformation relies on the use of nickel catalysis and proceeds using sterically hindered tri‐ and tetrasubstituted olefins to give products containing quaternary centers. The resulting polycyclic or spirocyclic products can be obtained in good yields. Moreover, a diastereoselective variant of this method gives access to an adduct bearing vicinal, highly substituted sp 3 stereocenters. These results demonstrate that amide derivatives can be used as building blocks for the assembly of complex scaffolds.
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