A practical synthetic method for α- and β-glycosyloxyacetic acids

被引:7
作者
Mandai, T
Okumoto, H
Oshitari, T
Nakanishi, K
Mikuni, K
Hara, KJ
Hara, KZ
机构
[1] Kurashiki Univ Sci & Arts, Dept Chem Technol, Kurashiki, Okayama 7128505, Japan
[2] Biores Corp Yokohama, Tsurumi Ku, Yokohama, Kanagawa 2300053, Japan
关键词
D O I
10.3987/COM-99-S43
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dihydroxylation of allyl 2,3,4-tri-O-benzyl-6-O-tritylglycosides provides diols, the anomers of which can easily be separated by column chromatography in a practical scale. These anomers can be cleanly transformed into alpha- and beta-glycosyloxyacetic acids, respectively, via oxidative cleavage of the diol followed by oxidation.
引用
收藏
页码:129 / 132
页数:4
相关论文
共 4 条
[1]   Orthoester condensation/C-O insertion reaction sequence for the preparation of tetrahydrofurans [J].
Calter, MA ;
Sugathapala, PM .
TETRAHEDRON LETTERS, 1998, 39 (48) :8813-8816
[2]  
DEWOLFE RH, 1974, SYNTHESIS-STUTTGART, P153
[3]  
Suffness M., 1995, TAXOL SCI APPL
[4]   ALLYL ETHERS OF CARBOHYDRATES .3. ETHERS OF GLUCOSE AND GALACTOSE [J].
TALLEY, EA ;
VALE, MD ;
YANOVSKY, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1945, 67 (11) :2037-2039