Organic Letters · 2009 · 42 citations · 51 references
Natural SciencesChemistryCatalysisOrganic ChemistryHeterocycle SynthesisHeterocyclic ChemistryAllylic FunctionalizationEnantioselective SynthesisEpoxidationHydrophobicityKetones
A variety of nonconjugated cis-olefins has been enantioselectively epoxidized with chiral ketones 2, and up to 92% ee has been obtained. The two prochiral faces of an olefin are likely stereodifferentiated by the relative hydrophobicity of the olefin substituents and/or allylic oxygen functionality.
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An Efficient Catalytic Asymmetric Epoxidation Method
Zhixian Wang, Yong Qiang Tu, Michael Frohn et al. · Journal of the American Chemical Society · 1997 · 618 citations