J. Tamura, S. Horito, H. Hashimoto
Mar 15, 1988
Citations
0
Influential Citations
11
Citations
Journal
Carbohydrate Research
Abstract
Abstract A synthesis is described of the pseudo-trisaccharide antibiotic, destomycin C, which contains orthoester and β- d -talopyranosidic linkages. A β- d -mannopyranosidic linkage was formed first in the presence of silver triflate in tetrahydrofuran. Glycosylidenation with trimethylsilyl triflate in ether proceeded successfully without anomerisation of the β- d -mannopyranosidic linkage. The β- manno → β- talo conversion was effected conventionally. Removal of the protecting groups then gave destomycin C.