6533b856fe1ef96bd12b315e
RESEARCH PRODUCT
Organocatalytic enantioselective synthesis of 2,5,5-trisubstituted piperidines bearing a quaternary stereocenter. Vinyl sulfonamide as a new amine protecting group
Marcos EscolanoGloria Alzuet PiñaJavier TorresDaniel GaviñaCarlos Del PozoMarta GuerolaMaría Sánchez-rosellósubject
OzonolysisChemistryMetals and AlloysEnantioselective synthesisGeneral ChemistryCatalysisSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsStereocenterNucleophileIntramolecular forceMaterials ChemistryCeramics and CompositesMoietyOrganic chemistryAmine gas treatingProtecting groupdescription
An organocatalytic desymmetrizing intramolecular aza-Michael reaction with vinyl sulfonamides as nucleophilic nitrogen source has been devised for the synthesis of a new family of 2,5,5-trisubstituted piperidines bearing a quaternary sterocenter. The process takes place with excellent levels of enantioselectivity and moderate to good diastereoselectivity. The vinyl sulfonamide moiety can be removed by means of an ozonolysis reaction.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2020-01-09 | Chemical Communications |