ISSN:
0170-2041
Keywords:
O-Glycosyl trichloroacetimidates
;
Glycosyl bromides
;
Glycopyranosyl donors
;
Glycosyl acceptors, polyvalent
;
Carbohydrates
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Reaction of different glycosyl donors with 5-hydroxy-N-methyl-2,3-diphenylindole (1C) led only to O-glycosylation (compounds 6a-c and 8c-α,β). Depending on the O-protection of the glycosyl donors (2a-c, 3b, 4c), the β-products were obtained mainly or exclusively. The corresponding N-unsubstituted indole 1B and donors 2b and 5a, respectively, also yielded only O-glycosylated products (compounds 11b and 13a). Depending on the glycosyl donor (2a or 2c), the N-unsubstituted 5-methoxy-2,3-diphenylindole (1A) led to N- and/or C-glycosides (compounds 16a, 14a-α,β, and 14c-α,β). The structures were assigned with the help of 1H-NMR data of these products or their derivatives.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1990199001164
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