6533b82ffe1ef96bd1296487
RESEARCH PRODUCT
N-Heterocyclic Carbene-Catalyzed Activation of α-Chloroaldehydes: Asymmetric Synthesis of 5-Cyano-Substituted Dihydropyranones
Qiang LiuKari RissanenDieter EndersSun LiXiang-yu ChenAnssi Peuronensubject
Annulation010405 organic chemistryChemistryOrganic ChemistryEnantioselective synthesis010402 general chemistry01 natural sciencesCatalysis0104 chemical sciencesCatalysischemistry.chemical_compoundOrganocatalysisYield (chemistry)Organic chemistryCarbenedescription
An N-heterocyclic carbene (NHC)-catalyzed asymmetric [4+2] annulation of (E)-2-benzoyl-3-phenylacrylonitriles with α-chloroaldehydes has been developed. The protocol leads to 5-cyano-substituted dihydropyranones in good to excellent yields with excellent diastereo- and enantioselectivities (up to 93% yield, >20:1 d.r. and 99% ee).
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-07-26 | Synthesis |