Claisen-Ireland rearrangement: a new route to C-glycosides

A Claisen-Ireland rearrangement led to the formation of C-glycan derivatives. Azidonitration-reduction or dihydroxylation afforded gluco- and galacto-derived β- C-glycosides. Subsequent deprotonation of bicyclic lactones 16 allowed the control of the newly created asymmetric centre. Graphic

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Bibliographic Details
Published in:Tetrahedron letters 1999-07, Vol.40 (31), p.5677-5680
Main Authors: Vidal, Thierry, Haudrechy, Arnaud, Langlois, Yves
Format: Article
Language:English
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Summary:A Claisen-Ireland rearrangement led to the formation of C-glycan derivatives. Azidonitration-reduction or dihydroxylation afforded gluco- and galacto-derived β- C-glycosides. Subsequent deprotonation of bicyclic lactones 16 allowed the control of the newly created asymmetric centre. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(99)01055-2