A facile method for β-selenoglycoside synthesis using β-p-methylbenzoyl selenoglycoside as the selenating unit

被引:71
作者
Kawai, Y
Ando, H
Ozeki, H
Koketsu, M
Ishihara, H
机构
[1] Gifu Univ, Life Sci Res Ctr, Div Instrumental Anal, Gifu 5011193, Japan
[2] Gifu Univ, Fac Engn, Dept Chem, Gifu 5011193, Japan
关键词
D O I
10.1021/ol051804s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction between alpha-glycosyl bromides and potassium p-methylselenobenzoate yields beta-p-methylbenzoyl selenoglycosides. The acyl selenoglycosides were activated by the action of a secondary amine and CS2CO3 to produce an anomeric selenolate anion, which reacted in situ with various electrophiles to yield novel selenoglycosides while retaining the anomeric stereochemistry.
引用
收藏
页码:4653 / 4656
页数:4
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