6533b86ffe1ef96bd12cd27a
RESEARCH PRODUCT
N‐Heterocyclic Carbene Catalyzed [4+2] Annulation of Enals via a Double Vinylogous Michael Addition: Asymmetric Synthesis of 3,5‐Diaryl Cyclohexenones
Dieter EndersKari RissanenSun LiAnssi PeuronenXiang-yu ChenQiang LiuEhsan JafariPankaj Chauhansubject
Annulation010405 organic chemistryChemistryStereochemistryEnantioselective synthesisGeneral MedicineGeneral Chemistry010402 general chemistry01 natural sciencesCatalysis0104 chemical sciencesCatalysischemistry.chemical_compoundOrganocatalysisMichael type reactionMichael reactionta116N-heterocyclic carbeneCarbenedescription
A strategy for the N-heterocyclic carbene (NHC) catalyzed asymmetric synthesis of 3,5-diaryl substituted cyclohexenones has been developed via oxidative [4+2] annulation of enals and alkenylisoxazoles. It is the first example of using NHC organocatalysis in a double vinylogous Michael type reaction, a challenging but highly desirable topic. This unprecedented protocol affords good yields as well as high to excellent diastereo- and enantioselectivities.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-04-21 | Angewandte Chemie International Edition |