6533b85ffe1ef96bd12c0fd5
RESEARCH PRODUCT
N-Heterocyclic Carbene Catalyzed Asymmetric Synthesis of Dihydropyranothiazoles via Azolium Enolate Intermediates
Xiang-yu ChenHe ShengDieter EndersCarolina Von EssenKari RissanenSun Lisubject
AnnulationBicyclic molecule010405 organic chemistryStereochemistryOrganic ChemistryEnantioselective synthesis010402 general chemistry01 natural sciencesCatalysis0104 chemical sciencesCatalysischemistry.chemical_compoundchemistryOrganocatalysisThiazoleCarbenedescription
A highly diastereo- and enantiostereoselective synthesis of bicyclic dihydropyranothiazoles combining a thiazole and δ-lactone skeleton via NHC-catalyzed [4+2] annulation of 5-alkenylthiazolones and α-chloroaldehydes has been developed. The heterocyclic products are formed via azolium enolate intermediates in good yields with high diastereo- and enantistereoselectivities.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-12-20 | Synthesis |