Angewandte Chemie · 2020 · 40 citations · 87 references
Natural SciencesChemistryCatalysisInorganic ChemistryOrganic ChemistryCatalyst DesignCatalyst PreparationCatalytic MechanismsMetal CatalysisTransition Metal ChemistryCarbene Insertion ReactionsChemo-selectivityInsertion ReactionsMetal CarbenesMetal CatalystsTransition Metal Catalysts
Abstract Donor/donor carbenes are relatively new in the field of carbene chemistry; although applications in C−H and X−H insertion reactions are few in number, they demonstrate exquisite chemo‐ and stereo‐selectivity. Recent reports have shown that C−H, N−H, B−H, O−H, S−H, Si−H, Ge−H, Sn−H and P−H insertion reactions are feasible with a variety of transition metal catalysts, both inter‐ and intramolecularly. Furthermore, high degrees of diastereo‐ and enantioselectivity have been observed in several cases. Methods typically involve the formation of a diazo‐based carbene precursor, but procedures using diazo‐free metal carbenes have been developed with significant success. This Minireview covers transition‐metal catalyzed insertion reactions with donor/donor and donor carbenes, providing context for future developments in this emerging field.
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Huw M. L. Davies, Paul R. Bruzinski, Debra H. Lake et al. · Journal of the American Chemical Society · 1996 · 466 citations