β-Selective xylulofuranosylation via a conformationally-restricted glycosyl donor

文献情報

出版日 2020-02-28

DOI 10.1039/D0OB00260G

インパクトファクター 3.876

著者

Bo-Shun Huang, Todd L. Lowary

原文を見る

要旨

Reported is the first stereoselective method for β-xylulofuranosylation, which employs 3,4-O-xylylene-protected thioglycoside donors. For most acceptors, the best results were observed with a donor (8) that possesses both the xylylene group and a benzoate ester at O-1. To demonstrate its utility, the methodology was applied to the first synthesis of the pentasaccharide repeating unit from the lipopolysaccharide O-antigen of Yersinia enterocolitica serovars O:5/O:5,27, a structure containing two β-xylulofuranose residues.

掲載誌

Organic & Biomolecular Chemistry

CiteScore: 3.4

自己引用率: 10.3%

年間論文数: 1041

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