ARMED-DISARMED GLYCOSIDATION STRATEGY BASED ON GLYCOSYL DONORS AND ACCEPTORS CARRYING PHOSPHOROAMIDATE AS A LEAVING GROUP - A CONVERGENT SYNTHESIS OF GLOBOTRIAOSYLCERAMIDE

Authors
HASHIMOTO S SAKAMOTO H HONDA T ABE H NAKAMURA S IKEGAMI S
Citation
S. Hashimoto et al., ARMED-DISARMED GLYCOSIDATION STRATEGY BASED ON GLYCOSYL DONORS AND ACCEPTORS CARRYING PHOSPHOROAMIDATE AS A LEAVING GROUP - A CONVERGENT SYNTHESIS OF GLOBOTRIAOSYLCERAMIDE, Tetrahedron letters, 38(52), 1997, pp. 8969-8972
Citations number
46
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
52
Year of publication
1997
Pages
8969 - 8972
Database
ISI
SICI code
0040-4039(1997)38:52<8969:AGSBOG>2.0.ZU;2-P
Abstract
A stereocontrolled synthesis of globotriaosylcernmide with three diffe rent glycosidic linkages has been accomplished by linear and convergen t routes exploiting ''armed-disarmed'' glycosidation methodology bared on glycosyl donors and accepters carrying tetramethylphosphoroamidate as a leaving group. In particular, the convergent strategy featuring a coupling of a galactosyl-(1-->4)-galactosyl donor with a glucosylcer amide derivative has proven to be extremely efficient. (C) 1997 Elsevi er Science Ltd.