Two-step cis-C5-homologization of prenyl halides

  • A. M. Moiseenkov
  • E. V. Polunin
Organic Chemistry


  1. 1.

    A study was carried out on the desulfonylation of nerol and Z,E-farnesol hydroxysulfonamides and conditions were found for the removal of the sulfonamide group without migration of the C=C bond and obtaining the corresponding oligoprenols.

  2. 2.

    The electrochemical desulfonylation of nerylsulfonamide leads to isogeraniol.

  3. 3.

    The treatment of the morpholide of l-phenylthio-4-hydroxy-2-methylbut-2Z-ene-1-sulfonic acid with 2 equivalents of Li in NH3 at -70‡C leads to loss of the phenylsulfide group while 3-methylbut-2-en-1-ol is formed when using excess Li.



Sulfonamide Migration Halide Sulfonamide Group Prenyl 
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Copyright information

© Plenum Publishing Corporation 1984

Authors and Affiliations

  • A. M. Moiseenkov
    • 1
  • E. V. Polunin
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

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