Dauben W G, Köhler P
Department of Chemistry, University of California, Berkeley 94720.
Carbohydr Res. 1990 Aug 1;203(1):47-56. doi: 10.1016/0008-6215(90)80044-4.
The yields of disaccharide glycosylation products in tetramethylammonium bromide or silver triflate-collidine activated reactions between hindered alcohols and glycosyl halides were not greatly ++affected when a pressure of 15 kbar was applied. The formation of orthoester products was greatly increased under pressure. When orthoester formation was not possible both disaccharides and the related N-glycosyl collidinium salts were found.
