Formation of Orthoesters of Oleanolic Acid During Königs-Knorr Glycosidations

Autor: Robert Weis, Werner Seebacher, Ernst Haslinger
Rok vydání: 2001
Předmět:
Zdroj: Monatshefte fuer Chemie/Chemical Monthly. 132:839-847
ISSN: 0026-9247
DOI: 10.1007/s007060170072
Popis: The formation of orthoesters during Konigs-Knorr reactions is described. Diphenylmethyl oleanolate reacts with 1 → 4 linked disaccharide donors to orthoesters instead of the expected glycosides. The reaction with acetobromoglucose gave a mixture of orthoester and glycoside. The influence of the structure of the glycosyl donors and of the reaction conditions on the formation of orthoesters is discussed.
Databáze: OpenAIRE