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  • Title: Subtle stereochemical and electronic effects in iridium-catalyzed isomerization of C-allyl glycosides.
    Author: Patnam R, Juarez-Ruiz JM, Roy R.
    Journal: Org Lett; 2006 Jun 22; 8(13):2691-4. PubMed ID: 16774233.
    Abstract:
    [reaction: see text] Stereoselective isomerization of C-allyl glycosides into (E)-C-vinyl glycosides or (Z)-exo-glycals was carried out in the presence of the cationic iridium(I) catalyst [(Ph(2)MeP)(2)Ir(cod)PF(6)]. The products of the isomerization were affected by the relative 1,2-stereochemical relationships and by the nature of the protecting groups. These effects are discussed along with a plausible reaction mechanism.
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