title: Use of olefin cross-metathesis to release azide-containing sugars from solid support.
abstract: [reaction: see text] The octenediol linker used during automated oligosaccharide assembly is cleaved by olefin cross-metathesis. Until now, this linker could not be applied to sugars containing azides. A detailed study of the cleavage reaction served as basis for the development of a new protocol using the [(H(2)Imes)(3-Br-py)(2)(Cl)(2)Ru=CHPh] catalyst and 1-pentene. Efficient release of azide-protected carbohydrates from solid support can be readily achieved.
authors: Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
authors: Takuya
authors: T
authors: Kanemitsu
authors: Peter H
authors: PH
authors: Seeberger
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D002241:Carbohydrates / Q000096:biosynthesis / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000475:Alkenes; D001386:Azides; D002241:Carbohydrates; C410454:1-pentene