Journal of the American Chemical Society · 2003 · 151 citations · 1 references
Natural SciencesChemistryBiocatalysisCatalysisOrganic ChemistryCatalytic MechanismsCatalytic Reaction KineticsHeterocycle SynthesisIndustrial Catalytic ProcessesCarbon-carbon Bond FormationCarbon-heteroatom Bond FormationCatalyst Development For SynthesisCatalytic Reaction MechanismsCatalytic SynthesisKinetic Resolution
A Rh(I)/(R)-Tol-BINAP catalyst reacts with a racemic mixture of 4-alkynals to selectively furnish a cyclobutanone from the (R)-substrate and a cyclopentenone from the (S)-substrate. This method is noteworthy from several standpoints, including the scarcity of parallel kinetic resolutions (especially those that are catalyzed or that involve carbon-carbon bond formation) and the dearth of catalytic processes that generate enantioenriched cyclobutanones.
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