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RESEARCH PRODUCT
Stereoselective Conjugate Addition of Mixed Organoaluminum Reagents to ?,?-Unsaturated N-Acyloxazolidinones Derived from Carbohydrates.
Stephan ElznerSteffen MaasStefan EngelHorst Kunzsubject
chemistry.chemical_classificationAddition reactionTransmetalationchemistryBicyclic moleculeOrganolithium compoundsReagentCarboxylic acidOrganic chemistryStereoselectivityGeneral MedicineConjugatedescription
The stereoselective synthesis of β-branched carboxylic acid derivatives was accomplished by conjugate addition of mixed organoaluminum reagents to chiral α,β-unsaturated N-acyloxazolidinones. Mixed organoaluminum reagentswere generated in situ by transmetalation of Grignard or organolithium compounds with methylaluminum dichloride. Efficient stereocontrol was achieved using different bicyclic glycosamine-derived oxazolidinones, yielding alternatively (R)- or (S)-configured β-branched carboxylic acid derivatives.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2005-01-25 | ChemInform |