Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
          
          https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
        Synthesis  2006(6): 979-982  
DOI: 10.1055/s-2006-926353
   DOI: 10.1055/s-2006-926353
PAPER
© Georg Thieme Verlag Stuttgart · New YorkIndium-Mediated Alkynylation in C-Glycoside Synthesis
Further Information
            
               
                  
                        
                              Received
                              28 August 2005 
                      
Publication Date:
27 February 2006 (online)
            
         
      
   Publication History
Publication Date:
27 February 2006 (online)

Abstract
The indium-mediated alkynylation of perbenzylated or peracetylated formylglucose is a pathway for the synthesis of various C-glycosides. Hydroxylated, ketonic, mono- or difluorinated, and methylated C-glycosides were thus obtained.
Key words
indium - alkynylation - C-glycoside - fluorination
- 1a 
             
            Postema MHD. C-Glycoside Synthesis CRC Press; Boca Raton: 1995.Reference Ris Wihthout Link
- 1b 
             
            Levy DE.Tang C. The Chemistry of C-Glycosides Pergamon Press; Oxford: 1995.Reference Ris Wihthout Link
- 2 
             
            Blackburn GM.Kent DE.Kolkmann F. J. Chem. Soc., Perkin Trans. 1 1984, 119
- 3a 
             
            Augé J.Lubin-Germain N.Seghrouchni L. Tetrahedron Lett. 2002, 43: 5255
- 3b 
             
            Augé J.Lubin-Germain N.Seghrouchni L. Tetrahedron Lett. 2003, 44: 819
- 4 
             
            Boucard V.Larrieu K.Lubin-Germain N.Uziel J.Augé J. Synlett 2003, 1834
- 5 
             
            Lasterra-Sanchez ME.Michelet V.Besnier I.Genêt JP. Synlett 1994, 705
- 6 
             
            Zeitouni J.Norsikian S.Lubineau A. Tetrahedron Lett. 2004, 45: 7761
- 7 
             
            Michelet V.Adiey K.Tanier S.Dujardin G.Genêt JP. Eur. J. Org. Chem. 2003, 2947
- 8 
             
            Frigerio M.Santagostino M.Sputore S. J. Org. Chem. 1999, 64: 453
 
    