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Copper‐Catalyzed Asymmetric Diyne Cyclization via [1,2]‐Stevens‐Type Rearrangement for the Synthesis of Chiral Chromeno[3,4‐<i>c</i>]pyrroles
12
Citations
64
References
2021
Year
Chemical EngineeringEngineeringNon‐diazo ApproachWide Substrate ScopeNatural SciencesDiversity-oriented SynthesisOrganic ChemistryOrganometallic CatalysisCatalysisStereoselective SynthesisChemistryAsymmetric CatalysisEnantioselective SynthesisSi−o BondChiral Chromeno
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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