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Chiral Brønsted Acid Catalyzed Asymmetric Baeyer–Villiger Reaction of 3‐Substituted Cyclobutanones by Using Aqueous H<sub>2</sub>O<sub>2</sub>
223
Citations
51
References
2008
Year
EngineeringCatalytic AmountBiochemistryNatural SciencesDiversity-oriented SynthesisOrganic ChemistryDangerous PeracidChiral Brønsted AcidStereoselective SynthesisChemistryAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
A catalytic amount of a chiral Brønsted acid with aqueous H2O2 as the oxidant is sufficient for the enantioselective Baeyer–Villiger oxidation of 3-substituted cyclobutanones to give the corresponding γ-lactones in excellent yields and up to 93 % ee. The method employs benign aqueous H2O2 instead of stoichiometric amounts of a dangerous peracid.
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