Tandem-Bisalkylation of 2-Trialkylsilyl-1,3-dithiane: A New Sequential Transformation for the Synthesis of C2-Symmetrical Enantiopure 1,5-Diols and β,β′-Dihydroxyketones as well as of Enantiopure 1,3,5-Triols

L. F. Tietze; H. Geissler; J. A. Gewert; U. Jakobi

doi:10.1055/s-1994-22908

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Synlett 1994; 1994(7): 511-512
DOI: 10.1055/s-1994-22908

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Tandem-Bisalkylation of 2-Trialkylsilyl-1,3-dithiane: A New Sequential Transformation for the Synthesis of C₂-Symmetrical Enantiopure 1,5-Diols and β,β′-Dihydroxyketones as well as of Enantiopure 1,3,5-Triols

L. F. Tietze^* , H. Geissler, J. A. Gewert, U. Jakobi

^*Institut für Organische Chemie, Universität Göttingen, Tammannstr. 2, D-37077 Göttingen, Germany

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Publication Date:
18 September 2002 (online)

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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.