One-pot alpha-glycosylation method using Appel agents in N,N-dimethylformamide.
[reaction: see text] A concept for the development of practical glycosylation is presented and demonstrated by one-pot alpha-glycosylation applying Appel agents for 2-O-benzyl-1-OH hexoses in DMF. The reaction, in situ giving the equilibrium of glycosyl bromides and more reactive O-glycoside intermediates, accomplishes a near-quantitative alpha-glycosylation removing the water molecules.
Nishida
Yoshihiro
Y
Department of Molecular Design and Engineering, Graduate School of Engineering, Nagoya University, Chikusa-ku, Nagoya 464-8603, Japan. nishida@mol.nagoya-u.ac.jp
Shingu
Yuko
Y
Dohi
Hirofumi
H
Kobayashi
Kazukiyo
K
D004126:Dimethylformamide / Q000737:chemistry*; D006031:Glycosylation
D004126:Dimethylformamide