Open AccessSynthesis of Benzyl 2-Deoxy-C-Glycosides
Author(s) -
Tsuyoshi Shinozuka
Publication year - 2020
Publication title -
acs omega
Language(s) - Uncategorized
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.0c04874
Subject(s) - glycoside , chemistry , glycosylation , palladium , catalysis , combinatorial chemistry , organic chemistry , biochemistry
A synthetic method for benzyl 2-deoxy- C -glycosides has been developed. Palladium-catalyzed benzyl C -glycosylation of TIPS-protected 1-tributylstannyl glycals with a variety of benzyl bromides provided protected benzyl C -glycals. In this reaction, the use of PdCl 2 (dppe) promoted a clean reaction, whereas the reaction was accelerated by the addition of Na 2 CO 3 . The subsequent transformations provided a novel class of benzyl 2-deoxy- C -glycosides.
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