Stereoselectivity of reactions at the glycoside center of carbohydrates: VII. Synthesis of aryl α- and -β-D-glucopyranosides by Helferich, catalyzed by boron trifluoride etherate

Russian Journal of General Chemistry

Volumn 72, Issue 5, 2002, Pages 806-811

  Sokolov, V M ^a   Zakharov, V I ^a   Studentsov, E P ^a  

^a ST PETERSBURG STATE INSTITUTE OF TECHNOLOGY TECHNICAL UNIVERSITY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

2,3,4,6 TETRA O ACETYL 1 O TRIFLUOROACETYL DEXTRO GLUCOPYRANOSE; BORON TRIFLUORIDE; BORON TRIFLUORIDE ETHERATE; CARBOHYDRATE DERIVATIVE; ETHER DERIVATIVE; GLUCOPYRANOSIDE; GLYCOSIDE; PENTA O ACETYL DEXTRO GLUCOPYRANOSE; PENTA O TRIFLUOROACETYL DEXTRO GLUCOPYRANOSE; PHENOL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CATALYST; CHEMICAL REACTION; CRYSTALLIZATION; GLYCOSYLATION; STEREOCHEMISTRY; TEMPERATURE DEPENDENCE;

EID: 0036343862     PISSN: 10703632     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1019532924135     Document Type: Article

References (12)

1. Studentsov, E.P., Sokolov, V.M., and Zakharov, V.I., Zh. Obshch. Khim., 1995, vol. 65, no. 2, p. 321.
2. Methods of Carbohydrate Chemistry, Moscow: Mir, 1967.
3. Helferich, B. and Schmitz-Hillebrecht, E., Ber., 1933, vol. 66, p. 378.
4. Helferich, B., Demant, S., Goerdeller, J., and Rosse, R., Z. Phyziol. Chem., 1948, vol. 283, nos. 3-4, p. 179.
5. Hurd, C.D. and Honner, W.A., J. Org. Chem., 1946, vol. 11, no. 1, p. 50.
6. Onodera, K., Hirano, S., and Fukumi, H., Agric. Biol. Chem., 1964, vol. 28, no. 3, p. 173.
7. Novik, E.R., Sokolov, V.M., Studentsov, E.P., Zakharov, V.I., and Lavrent'ev, A.N., Zh. Obshch. Khim., 1986, vol. 56, no. 1, p. 181.
8. Bembry, T.H. and Powell, G., J. Am. Chem. Soc., 1942, vol. 64, no. 10, p. 2418.
9. Bretschneider, H. and Beran, K., Monatsh. Chem., 1949, vol. 80, no. 2, p. 262.
10. Audichya, T.D., Ingle, T.R., and Bose, J.L., Indian J. Chem., 1971, vol. 9, no. 4, p. 315.
11. Sokolov, V.M., Studentsov, E.P., Brykova, G.A., Ivanov, M.A., Zakharov, V.I., and Sochilin, E.G., Zh. Obshch. Khim., 1980, vol. 50, no. 6, p. 1401.
12. Bochkov, A.F., Afanas'ev, V.A., and Zaikov, G.E., Obrazovanie i rasshcheplenie glikozidnykh svyazei (Formation and Cleavage of Glycoside Bonds), Moscow: Nauka, 1978.