6533b85cfe1ef96bd12bd5f7
RESEARCH PRODUCT
Stereochemistry of terpene derivatives. Part 3: Hydrolytic kinetic resolution as a convenient approach to chiral aminohydroxyiminocaranes with local anaesthetic activity
Marta Pasenkiewicz-gierulaTadeusz LibrowskiJacek GrochowskiCzarnecki RStanisław LochyńskiBożena Frąckowiak-wojtasekPaweł Serdasubject
Local anaestheticChemistryStereochemistryOrganic ChemistryAbsolute configurationCatalysisCatalysisKinetic resolutionInorganic ChemistryTerpeneHydrolysisOrganic chemistryStereoselectivityPhysical and Theoretical Chemistrydescription
Abstract We have developed a stereoselective hydrolytic kinetic resolution process for diastereoisomeric mixtures of epoxyiminocarene intermediates in the presence of ( R , R )-(−)-(salen)Co(III)OAc catalyst, this was applied as the first step in the synthesis of novel chiral aminohydroxyiminocarane derivatives with local anaesthetic activity. The absolute configuration of the product was confirmed by X-ray crystallography.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2002-05-01 | Tetrahedron-Asymmetry |