6533b851fe1ef96bd12a98a3
RESEARCH PRODUCT
Asymmetric Synthesis of Spiro-oxindole-ε-lactones through N-Heterocyclic Carbene Catalysis
Xiang-yu ChenQiang LiuDieter EndersKari RissanenSun Lisubject
AnnulationsynthesisStereochemistryasymmetric synthesis010402 general chemistry01 natural sciencesBiochemistryCatalysischemistry.chemical_compoundN-heterocyclic carbene catalysisOxindolesynteesiPhysical and Theoretical ChemistryBifunctionalta116010405 organic chemistryOrganic ChemistryEnantioselective synthesislaktonitPara-quinonekarbeenitneurodegeneratiiviset sairaudet0104 chemical sciencescarbenechemistrykatalyysiReagentsyöpätauditspiro-oxindole-ε-lactonesCarbenedescription
An unprecedented N-heterocyclic carbene-catalyzed annulation of isatin-derived enals and o-hydroxyphenyl-substituted p-quinone methides as bifunctional reagents has been discovered. The new protocol involves a 1,6-addition of the homoenolate equivalent intermediates to the hydroxy donor-1,6-Michael acceptors and leads to spirocyclic oxindole-ε-lactones in high yields and very good stereoselectivities.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2018-06-08 | Organic Letters |