期刊
JOURNAL OF CARBOHYDRATE CHEMISTRY
卷 24, 期 4-6, 页码 463-474出版社
TAYLOR & FRANCIS INC
DOI: 10.1081/CAR-200067028
关键词
glycosyl iodine; iodine; glycosylated amino acids; alpha-glycosylation
Glycosidation of fully acetylated glucopyranosyl iodide with methanol under the influence of iodine gave a-glucoside selectively. Use of less reactive acceptors led to the formation of alpha/beta-mixtures. Glycosylations with fully benzoylated glucosyl iodide yielded beta-glucosides only. In contrast, iodine-promoted glycosylation of serine and threonine with 2-azido-2-deoxy-glycosyl iodides, easily obtained in three steps, proceeded smoothly, resulting in only alpha-linked products in high yield in most cases.
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