title: Preparation, X-ray structure and reactivity of a stable glycosyl iodide.
abstract: Highly selective reaction of methyl tetra-O-pivaloyl-beta-D-glucopyranuronate 2 with iodotrimethylsilane or (Me3Si)2 and I2 affords, in excellent yield, the 'disarmed' glycosyl iodide 1 which has good stability at 20 degrees C and excellent stability at 0 degrees C; the X-ray crystal structure of 1 is described, along with a comparison of its utility as a glycosyl donor to that of the corresponding bromide.
authors.affiliation: The Robert Robinson Laboratories, Department of Chemistry, University of Liverpool, Liverpool, UK L69 7ZD.
authors.forename: Jamie
authors.initials: J
authors.lastname: Bickley
authors.forename: Jennifer A
authors.initials: JA
authors.lastname: Cottrell
authors.forename: John R
authors.initials: JR
authors.lastname: Ferguson
authors.forename: Robert A
authors.initials: RA
authors.lastname: Field
authors.forename: John R
authors.initials: JR
authors.lastname: Harding
authors.forename: David L
authors.initials: DL
authors.lastname: Hughes
authors.forename: K P Ravindanathan
authors.initials: KP
authors.lastname: Kartha
authors.forename: Jayne L
authors.initials: JL
authors.lastname: Law
authors.forename: Feodor
authors.initials: F
authors.lastname: Scheinmann
authors.forename: Andrew V
authors.initials: AV
authors.lastname: Stachulski
mesh_terms: D005947:Glucose / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D014961:X-Ray Diffraction
chemical_list: D007454:Iodides; D005947:Glucose