6533b852fe1ef96bd12ab799

RESEARCH PRODUCT

N‐Heterocyclic Carbene Catalyzed Quadruple Domino Reactions: Asymmetric Synthesis of Cyclopenta[ c ]chromenones

Xiang-yu ChenRakesh PuttreddyQiang LiuKari RissanenDieter Enders

subject

Reaction mechanismCyclopentanes010405 organic chemistryEnantioselective synthesisGeneral ChemistryGeneral MedicineCoumarin010402 general chemistryCombinatorial chemistry01 natural sciencesCatalysisDominoCatalysis0104 chemical scienceschemistry.chemical_compoundchemistryOrganocatalysisCarbene

description

An N-heterocyclic carbene catalyzed domino sequence via α,β-unsaturated acyl azolium intermediates has been developed. This strategy provides a convenient enantioselective route to functionalized tricyclic coumarin derivatives and cyclopentanes. DFT studies and control experiments were performed to gain better insight into the reaction mechanism.

https://doi.org/10.1002/ange.201810402