Synthesis of α-D-C-glucoside employing dichloroketene cycloaddition and Baeyer-Villiger oxidation

Tetrahedron Letters

Volumn 38, Issue 18, 1997, Pages 3249-3250

  Oh, Jonghoon ^a  

^a Chonnam National University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

GLYCOSIDE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030895011     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00576-5     Document Type: Article

References (10)

1. Postema, M. H. D. Tetrahdron 1992, 48, 8545-8599.
2. Hoffmann, P.; Ernst, B.; Hug, P.; Winkler, T. Tetrahedron Lett. 1989, 30, 6311-6314.
3. Geise, B.; Dupuis, J. Angew. Chem., Int. Ed. Engl. 1983, 22, 622-623.
4. Geise, B.; Witzl, T. Angew. Chem., Int. Ed. Engl. 1986, 25, 450-451.
5. de Azevedo, M. B. M.; Greene, A. E. J. Org. Chem. 1995, 60, 4940-4942.
6. Hamelin, O.; Deprés, J.-P.; Greene, A. E. J. Am. Chem. Soc. 1996, 118, 9992-9993.
7. Freire, R.; Morrero, J. J.; Rodriguez, M. S.; Suárez, E. Tetrahedron Lett. 1986, 27, 383-386.
8. For the coupling constants of the axial H-2, see reference 3 and 4.
9. For the C-l β-methyl glycoside, cf. Hanessian, S.; Martin, M.; Desai, R. C. J. Chem. Soc., Chem. Commun., 1986, 926-927.
10. 3) 125 MHz) δ 160.12, 138.07, 137.95, 137.86, 128.42, 128.38, 127.98, 127.88, 127.84, 127.78, 127.68, 79.58, 77.68, 74.96, 74.80, 73.50, 73.00, 71.81, 68.80, 68.50, 12.58.