Preparation, X-ray structure and reactivity of a stable glycosyl iodide

Literature Information

Publication Date 2003-05-01
DOI 10.1039/B302629A
Impact Factor 6.222
Authors

Jamie Bickley, Jennifer A. Cottrell, John R. Ferguson, Robert A. Field, John R. Harding, David L. Hughes, K. P. Ravindanathan Kartha, Jayne L. Law, Feodor Scheinmann, Andrew V. Stachulski


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Abstract

Highly selective reaction of methyl tetra-O-pivaloyl-β-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 °C and excellent stability at 0 °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.

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Contents and Chemical Technology

Front/Back Matter

DOI: 10.1039/B911418C

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