Publication | Closed Access
Enantioselective Protonation of a Simple Enol: Aminoalcohol‐Catalyzed Ketonization of a Photochemically Produced 2‐Methylinden‐3‐ol
58
Citations
30
References
1991
Year
EngineeringSimple EnolSynthetic PhotochemistryOrganic ChemistryChemistryChemical EngineeringWide ScopePhotocatalysisStereoselective SynthesisEnantioselective ProtonationPhotochemically Produced 2‐Methylinden‐3‐olPhotochemistryBiochemistryCatalysisAsymmetric CatalysisChiral AminoalcoholEnantioselective SynthesisBiomolecular EngineeringEnol 2Natural Sciences
The enol 2, produced by a Norrish type II photoelimination from 1, is protonated enantioselectively to ketone 3 in the presence of (–)-ephedrine. Best optical yields are obtained at 0oC using small amounts of the chiral aminoalcohol. There is still wide scope for optimization.
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