Organoaluminum-Induced Opening of the Pyranosidic Ring of Benzyl 2-Deoxy-2-C-methylpentopyranosides

Article abstract of DOI:10.1021/jo00284a028

Benzyl 2-deoxy-2-C-methylpentopyranosides ring open via attack at the anomeric carbon by the nucleophilic part of organoaluminum reagents (Me2AlR) to give chiral, partially protected, branched 1,2,3,5-tetrol derivatives 13-32.The reaction represents a direct chain extension of the glycosides at C-1.