Monica Ek, P. Garegg, H. Hultberg, S. Oscarson
tlooto Summary
Reductive ring openings of carbohydrate benzylidene acetals using borane-trimethylamine and aluminium chloride are described with regioselectivity and solvent dependence.
Abstract
Regioselective reductive ring openings of 4, 6-O-benzylidene acetals of hexopyranosides are described using borane trimethylamine-aluminium chloride. Using toluene as solvent, 4-O-benzyl ethers with the 6-OH free are obtained. Using tetrahydrofuran as solvent. 6-O-benzyl ethers with the 4-OH free are obtained.
Citation format
EK, Monica, et al. Reductive ring openings of carbohydrate benzylidene acetals using borane-trimethylamine and aluminium chloride. regioselectivity and solvent dependance. JOURNAL OF CARBOHYDRATE CHEMISTRY, 1983, 2: 305–311.