6533b837fe1ef96bd12a3062
RESEARCH PRODUCT
An improved method for the asymmetric protonation of enolates with chiral α-sulfinyl alcohols/trifluoroethanol
Mercedes Medio-simónGregorio AsensioJesús GilPedro Alemansubject
chemistry.chemical_classificationKetoneProtonStereochemistryOrganic ChemistryEnantioselective synthesisProtonationAlcoholCatalysisCatalysisInorganic Chemistrychemistry.chemical_compoundchemistryTetraloneStereoselectivityPhysical and Theoretical Chemistrydescription
Abstract Enantioselective protonation of 2-methyl tetralone enolate using a stoichiometric amount of 2-sulfinyl alcohol ( S , R s )- 1 as a chiral proton donor yields the corresponding chiral ketone with a high level of enantioselectivity, provided that the chiral proton donor (CPD) is regenerated with an achiral proton source (APS). In contrast, stereoselectivity was only moderate if catalytic CPD (0.2 equiv.) and an APS are used.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2001-06-01 | Tetrahedron: Asymmetry |