Palladium(II) Acetate Catalyzed Stereoselective C-Glycosidation of Peracetylated Glycals with Arylboronic Acids

Autor: Ramnauth, J., Poulin, O., Rakhit, S., Maddaford, S. P.
Zdroj: Organic Letters; June 2001, Vol. 3 Issue: 13 p2013-2015, 3p
Abstrakt: Addition of a variety of arylboronic acids to peracetylated glycals takes place in the presence of a catalytic amount of Pd(OAc)2. The reaction involves the syn addition of a σ-aryl-Pd complex to the glycal double bond followed by anti elimination of Pd(OAc)2 to provide a carbon-Ferrier type product. This method provides a practical and convenient stereoselective synthesis of C-arylglycosides.
Databáze: Supplemental Index