Lithium tetrafluoborate catalyzed ferrier rearrangement - Facile synthesis of alkyl 2,3-unsaturated glycopyranosides

Synthetic Communications

Volumn 29, Issue 24, 1999, Pages 4299-4305

  Sobhana Babu, B ^a   Balasubramanian, K K ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY MADRAS   (India)

Author keywords

[No Author keywords available]

Indexed keywords

GLYCOPYRANOSIDE; LITHIUM TETRAFLUOROBORATE; NATURAL PRODUCT; UNCLASSIFIED DRUG;

ACETYLATION; ARTICLE; CATALYSIS; CHEMICAL BINDING; CHEMICAL REACTION; REACTION ANALYSIS; SPECTROSCOPY; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 0000677560     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919908086589     Document Type: Article

References (18)

1. a) Holder, Chem. Rev. 1982, 82, 287 Ferrier, R. J. Adv. Carbohydr. Chem. Biochem. 1969, 199;
2. a) Holder, Chem. Rev. 1982, 82, 287 Ferrier, R. J. Adv. Carbohydr. Chem. Biochem. 1969, 199;
3. b) Banik, B. K.; Manhas, M. S.; Bose, A. K. J. Org. Chem. 1994, 59, 4714;
4. c) Fraser-Reid, B. Acc. Chem. Res. 1985, 18, 347.
5. a) Postema, M. H. D. Tetrahedron. 1992, 40, 8545;
6. b) Toshima, K .; Tatsuta, K. Chem. Rev. 1993, 93, 1503 ;
7. c) Levy, D. E.; Tang, C. " The Chemistry of C-glycosides " Pergamon Press, 1995
8. Ferrier, R. J.; Prasad, N. J. Chem. Soc. C, 1969, 570
9. a) Grynkiewicz, G.; Priebe, W.; Zamojski, A. Carbohydr. Res. 1979, 68, 33;
10. b) Bhate, D.; Horton.; Priebe, W. Carbohydr. Res. 1985, 144, 331;
11. c) Casiraghi, G.; Cornia, M.; Russu, G.; Zetta, L.; Facca, G.G.; Belicchi M.F. Tetrahedron Lett. 1988, 29, 3323.
12. a) Grieco, P.A.; Clerk, J.D.; Jagoe, C.T. J.Am.Chem.Soc. 1991, 113 and references cited there in,
13. b) Sobhana Babu, B.; Balasubramanian, K.K. Tetrahedron Lett. 1998, 39, 9287
14. Pearson, W.H., Schkeryantz, M.; J.Org.Chem. 1992, 57, 2986
15. a) Metcalf, B. W.; Burkhart, J. P.; Jund, K.. Tetrahedron Lett. 1980, 21, 35;
16. b) Lipshutz, B. H.; Harvey, P. F.; Synth. Commun. 1982, 12, 267;
17. c) D. A. Smith, K. N. Houk. Tetrahedron Lett. 1991, 32, 1549
18. Sobhana Babu, B.; Balasubramanian, K. K. 215th American Chemical Society National Meeting, Dallas, USA, 1998.