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Highly Enantioselective Addition of 1‐Fluoro‐1‐nitro(phenylsulfonyl)methane to α,β‐Unsaturated Aldehydes
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Citations
38
References
2010
Year
Chemical EngineeringEnantioselective SynthesisAbsolute ConfigurationEngineeringNovel OrganocatalystsNatural SciencesDiversity-oriented SynthesisOrganic ChemistryCatalysisEnantioselective AdditionChemistrySecondary AminesAsymmetric CatalysisSynthetic ChemistryMajor Diastereomers
Abstract An organocatalytic, highly enantioselective addition of 1‐fluoro‐1‐nitro(phenylsulfonyl)methane to α,β‐unsaturated aldehydes is reported. The reaction is simply catalyzed by secondary amines and furnishes the corresponding fluorinated derivatives in good yields, with moderate diastereoselectivities and excellent enantioselectivities. The absolute configuration of the major diastereomers was unambiguously ascertained by X‐ray diffraction analysis.
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