期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2014, 期 3, 页码 564-574出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201301198
关键词
Carbohydrates; Glycosides; Decarboxylation; Dyes; Pigments; Glycosylation; Nitrogen heterocycles
资金
- Glycom A/S, Copenhagen, Denmark
Indoxylic acid methyl and allyl esters with varied halide-substitution patterns were obtained in excellent yields using a scalable route. Phase-transfer glycosylation of these key intermediates was carried out with various glycosyl halides. Subsequent mild silver-mediated decarboxylation followed by Zemplen deacetylation led to indoxyl glycosides in good overall yields. Indoxyl glycosides are well-established and widely used tools for enzyme screening and enzyme-activity monitoring. In the past, their synthesis has been difficult, so this new approach has led to a variety of useful structures.
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