Solid-phase selenium-catalyzed selective allylic chlorination of polyprenoids: facile syntheses of biologically active terpenoids.

نویسندگان

  • Alejandro F Barrero
  • José F Quílez Del Moral
  • M Mar Herrador
  • Manuel Cortés
  • Pilar Arteaga
  • Julieta V Catalan
  • Elena M Sanchez
  • Jesús F Arteaga
چکیده

Regioselective halogenation of the terminal isopropylidene unit of different acyclic polyolefinic polyprenoids (farnesyl acetate, geranylgeranyl acetate, squalene, etc.) using NCS/catalytic polymer-supported selenenyl bromide is described; good to excellent yields are obtained (68-96%). The first applications of this protocol include the concise synthesis of bioactive terpenoids 1-3.

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عنوان ژورنال:
  • The Journal of organic chemistry

دوره 71 15  شماره 

صفحات  -

تاریخ انتشار 2006