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Stereochemistry of the Conversion of γ-Substituted (<i>E</i>)-Vinylsulfones to the Corresponding Allylsulfones. Determination of the Relative Degree of “Syn-Effect”
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Citations
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References
1988
Year
EngineeringHeterocyclicOrganic Chemistryγ-Substituted VinylsulfonesRelative DegreeCorresponding AllylsulfonesChemistry“ Syn-effect ”PharmacologyHeterocycle ChemistryStereoselective SynthesisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Abstract The relative degree of “syn-effect” for the γ-substituted vinylsulfones in their conversion to the corresponding allylsulfones with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) was determined by observing E/Z ratios of the resulting allylsulfones as follows: CH3O– ≥ AcO– &gt; CH3– &gt; –CH2– &gt;&gt; t-Bu– and Ph–.
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