6533b859fe1ef96bd12b8263

RESEARCH PRODUCT

Asymmetric Organocatalytic Wittig [2,3]-Rearrangement of Oxindoles

Tõnis KangerMariliis KimmSandra KaabelSandra KaabelKari RissanenIvar JärvingMaksim Ošeka

subject

asymmetric organocatalytic wittigIndolesStereoisomerism010402 general chemistry01 natural sciencesBiochemistryCatalysisCatalysischemistry.chemical_compoundCombinatorial Chemistry TechniquesOrganic chemistryOxindolePhysical and Theoretical Chemistryta116Molecular Structure010405 organic chemistryOrganic ChemistrySquaramideEnantioselective synthesisStereoisomerismAmidesOxindoles0104 chemical scienceschemistryWittig reactionEnantiomer

description

A highly enantioselective organocatalytic [2,3]-rearrangement of oxindole derivatives is presented. The reaction was catalyzed by squaramide, and this provides access to 3-hydroxy 3-substituted oxindoles in high enantiomeric purities.

https://doi.org/10.1021/acs.orglett.6b00291