Abstract:
A synthesis of 3-O-2-deoxy-α-glycosides of glycyrrhetic acid and allobetulin was carried out by electrophilic glycosylation of triterpene alcohols with D-glucal acetate in the presence of (sym-collidin)2IClO4.
Document Type:
Article
Language: English
Citation:
L. A. Baltina, O. B. Flekhter, E. V. Vasiljieva, “Stereoselective synthesis of triterpene 3-O-2-deoxy-α-glycosides”, Mendeleev Commun., 6:2 (1996), 63–64
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https://www.mathnet.ru/eng/mendc4915
https://www.mathnet.ru/eng/mendc/v6/i2/p63
This publication is cited in the following 9 articles:
Wim Dehaen, Anastassiya A. Mashentseva, Talgat S. Seitembetov, “Allobetulin and Its Derivatives: Synthesis and Biological Activity”, Molecules, 16:3 (2011), 2443
J. Thiem, W. Klaffke, Comprehensive Glycoscience, 2007, 313
Dominic Thibeault, Charles Gauthier, Jean Legault, Jimmy Bouchard, Philippe Dufour, André Pichette, “Synthesis and structure–activity relationship study of cytotoxic germanicane- and lupane-type 3β-O-monodesmosidic saponins starting from betulin”, Bioorganic & Medicinal Chemistry, 15:18 (2007), 6144
O. B. Flekhter, L. A. Baltina, G. A. Tolstikov, “Direct stereospecific synthesis of triterpene and steroid 2-deoxy-α-glycosides”, Russ Chem Bull, 46:7 (1997), 1335
L. A. Baltina, O. B. Flekhter, E. V. Vasil'eva, G. A. Tolstikov, “Stereoselective synthesis of triterpene and steroid 2-deoxy-α-glycosides using iodonium dicollidine perchlorate”, Russ Chem Bull, 46:3 (1997), 582
L. A. Baltina, O. B. Flekhter, E. V. Vasil'eva, G. A. Tolstikov, “Stereoselective synthesis of triterpene 2-deoxy-α-d-lyxo-hexopyranosides”, Russ Chem Bull, 46:3 (1997), 577
O. B. Flekhter, L. A. Baltina, E. V. Vasiljieva, G. A. Tolstikov, “Simplified stereoselective synthesis of triterpene 3-O-2-deoxy-α-D-glycosides”, Mendeleev Commun., 7:1 (1997), 3–5
L. A. BALTINA, O. B. FLEKHTER, E. V. VASIL'EVA, “ChemInform Abstract: Stereoselective Synthesis of Triterpene 3‐O‐2‐Deoxy‐α‐glycosides.”, ChemInform, 27:35 (1996)
O. B. Flekhter, L. A. Baltina, E. V. Vasil'eva, G. A. Tolstikov, “Stereoselective synthesis of 2,6-dideoxy-?-l-arabino-hexopyranoside of glycyrrhetic acid in the presence of iodine-containing promoters”, Russ Chem Bull, 45:12 (1996), 2843