Reduction of propargylic sulfones to (Z)-allylic sulfones using zinc and ammonium chloride

Helen M. Sheldrake, Timothy W. Wallace

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    Abstract

    Propargylic sulfones can be cis-hydrogenated using commercial zinc powder and ammonium chloride in THF-water at room temperature, the major products being the corresponding (Z)-allylic sulfones. Other reducible groups (alkene, benzyloxy) are not affected. Allenylsulfones are implicated in one of the possible reaction pathways. © 2007 Elsevier Ltd. All rights reserved.
    Original languageEnglish
    Pages (from-to)4407-4411
    Number of pages4
    JournalTetrahedron Letters
    Volume48
    Issue number25
    DOIs
    Publication statusPublished - 18 Jun 2007

    Keywords

    • Allylsulfone
    • cis-Hydrogenation
    • Propargylic sulfone
    • Reduction
    • Zinc

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