Solvent-free benzylation of polyols by phase-transfer catalysis or supported reagent methods

✍ Scribed by Didier Dubreuil; Jeannine Cleophax; André Loupy

• Publisher: Elsevier Science
• Year: 1994
• Tongue: English
• Weight: 608 KB
• Volume: 252
• Category: Article
• ISSN: 0008-6215
• DOI: 10.1016/0008-6215(94)90012-4

✦ Synopsis

Solvent-free techniques were successfully and efficiently applied under mild conditions to the perbenzylation of methyl cY-o-glucopyranoside and methyl 6-bromo(and 6-chlorol-6-deoxy-cu-o-glucopyranoside, and to the selective monobenzylation of diethyl (R,R)-tartrate. Selective 2-O-or 3-O-benzylation of methyl 4,6-0-benzylidene-cu-o-galactopyranoside, requiring CH,CI, as solvent, was observed depending on the nature of the ammonium catalyst.