RSC Advances p. 75918 - 75922 (2015)
Update date:2022-09-26
Topics:
Totani, Kiichiro
Shinoda, Yuki
Shiba, Masaaki
Iwamoto, Shogo
Koizumi, Akira
Matsuzaki, Yuji
Hirano, Makoto
A highly stereoselective 1,2-cis-α-glucosylation reaction was developed, in which the use of a strongly electron-donating tert-butyldimethylsilyl protecting group on the C-2 hydroxy group of a glycosyl donor enhanced the α-favoured transition state, and thus resulted in high yield and α-selectivity. Synthetic utility of this α-glucosylation was demonstrated by the generation of a triglucoside moiety in high-mannose-type oligosaccharides.
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