Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5284119 | Tetrahedron Letters | 2007 | 4 Pages |
Abstract
A large variety of α-selenoglycosides, including alkyl and aryl selenoglycosides, selenoglycosyl amino acid and selenodisaccharide have been synthesized in a stereoselective manner. The key precursor of α-anomeric selenolate anion was designed as p-methylbenzoyl selenoglycoside, which was synthesized by the reaction of β-glycosyl chloride with potassium p-methylselenobenzoate. Upon the action of piperazine or methylhydrazine in the presence of Cs2CO3, the acyl selenoglycoside produced an anomeric selenolate anion, which reacted in situ with various electrophilic counterparts to yield α-selenoglycoside.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Masahiro Nanami, Hiromune Ando, Yumiko Kawai, Mamoru Koketsu, Hideharu Ishihara,