Organic Letters · 2017 · 30 citations · 40 references
Natural SciencesChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryMacrocycle SynthesisOrganic SynthesisActivationAsymmetric Heterocycle SynthesisEnantioselective CatalysisEnantioselective SynthesisHeterocyclic CatalysisLactam Synthesis
A novel and convenient strategy for the enantioselective synthesis of γ-lactam derivatives via N-heterocyclic carbene catalyzed formal [3 + 2] annulation of enals with 2-aminoacrylates is disclosed. This activation mode provides a complementary approach to the synthesis of various γ-lactam derivatives in good yields with excellent diastereo- and enantioselectivities. In this process, two consecutive stereocenters are constructed, and a quaternary carbon center is also established.
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An overview of N-heterocyclic carbenes
Matthew N. Hopkinson, Christian Richter, Michael Schedler et al. · Nature · 2014 · 4.2K citations
Robert H. Feling, Greg O. Buchanan, Tracy J. Mincer et al. · Angewandte Chemie International Edition · 2003 · 1.1K citations · Full text