Angewandte Chemie · 2021 · 12 citations · 64 references
Natural SciencesChemistryBiocatalysisCatalysisOrganic ChemistryDiversity-oriented SynthesisHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisAsymmetric CatalysisAsymmetric Heterocycle SynthesisAsymmetric SynthesisAtom-economic SynthesisCarbene Insertion ReactionsCopper-catalyzed CouplingEnantioselective SynthesisSubstrate Scope
Abstract Here, we report a copper‐catalyzed asymmetric cascade cyclization/[1,2]‐Stevens‐type rearrangement via a non‐diazo approach, leading to the practical and atom‐economic assembly of various valuable chiral chromeno[3,4‐ c ]pyrroles bearing a quaternary carbon stereocenter in generally moderate to good yields with wide substrate scope and excellent enantioselectivities (up to 99 % ee). Importantly, this protocol not only represents the first example of catalytic asymmetric [1,2]‐Stevens‐type rearrangement based on alkynes but also constitutes the first asymmetric formal carbene insertion into the Si−O bond .
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A. Stephen K. Hashmi · Accounts of Chemical Research · 2014 · 622 citations
Ynamides in Ring Forming Transformations
Xiaona Wang, Hyun‐Suk Yeom, Lichao Fang et al. · Accounts of Chemical Research · 2013 · 604 citations