Tandem-Bisalkylation of 2-Trialkylsilyl-1,3-dithiane: A New Sequential Transformation for the Synthesis of C<sub>2</sub>-Symmetrical Enantiopure 1,5-Diols and β,β′-Dihydroxyketones as well as of Enantiopure 1,3,5-Triols - Concepedia

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Tandem-Bisalkylation of 2-Trialkylsilyl-1,3-dithiane: A New Sequential Transformation for the Synthesis of C<sub>2</sub>-Symmetrical Enantiopure 1,5-Diols and β,β′-Dihydroxyketones as well as of Enantiopure 1,3,5-Triols

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References

1994

Year

Lutz‐F. Tietze, Jan‐Arne Gewert, U. Jakobi

Enantiopure 1,3,5-TriolsEngineeringOrganic ChemistryCrown EtherC2-symmetrical Enantiopure 1,5-DiolsStereoselective SynthesisChemistryPharmacologyAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular EngineeringNew Sequential Transformation

Abstract

The synthesis of C2-symmetrical enantiopure 1,5-diols and 3-oxo-1,5-diols as well as of enantiopure 1,3,5-triols by a new tandem-reaction consisting of a bisalkylation of lithiated 2-trialkylsilyl-1,3-dithiane with epoxides in the presence of a crown ether is described.