2-Alkoxy-2-fluoro-glycosyl fluorides as 1,2-dielectrophilic synthons for the synthesis of naphtho-and benzo-dihydrofuran derivatives

Tetrahedron

Volumn 52, Issue 22, 1996, Pages 7797-7806

  Matheu, M Isabel ^a   Echarri, Raouf ^a   Doménech, Célia ^a   Castillón, Sergio ^a  

^a UNIVERSITAT ROVIRA I VIRGILI   (Spain)

Author keywords

Benzo and naphtho dihydrofuran derivatives; Glycosyl fluorides; Glycosylation

Indexed keywords

FLUORIDE; FURAN DERIVATIVE; NAPHTHOL DERIVATIVE; PHENOL DERIVATIVE;

ARTICLE; CYCLIZATION; GLYCOSYLATION; PRIORITY JOURNAL; SYNTHESIS;

EID: 0029893403     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(96)00348-1     Document Type: Article

References (23)

1. 4) Mukaiyama, T.; Murai,Y.; Shoda, S. Chem. Lett. 1981, 431, J. Am. Chem. Soc. 1960, 82, 2288.
2. 4) Mukaiyama, T.; Murai,Y.; Shoda, S. Chem. Lett. 1981, 431, J. Am. Chem. Soc. 1960, 82, 2288.
3. 4) Hashimoto, S.; Hayashi, M.; Noyori, R. Tetrahedron Lett. 1984, 25, 1379.
4. 2O) Araki, Y.; Watanabe, K.; Kuan, F.; Itoh, K.; Kobayashi, N.; Ishido, Y. Carbohydr. Res. 1984, 127, C5.
5. Nicolaou, K.C.; Dolle, R.E.; Chucholowsky, A.; Randall, J.L. J. Chem. Soc., Chem. Commun. 1984, 1155.
6. 4) Kreuzer, A.; Thiem, J. Carbohydr. Res. 1986, 149, 347.
7. 4, M=Hf, Zr, Ti) Matsumoto, T.; Maeta, H.;
8. g) Suzuki, K.; Tsuchihashi, G. Tetrahedron Lett. 1988, 29, 3567.
9. h) Matsumoto, T.; Katsuki, M.; Suzuki, K. Tetrahedron Lett. 1988, 29, 6935.
10. Suzuki, K.; Maeta, H.; Matsumoto, T. Tetrahedron Lett. 1989, 30, 4853.
11. j) Suzuki, K.; Maeta, H.; Suzuki, T.; Matsumoto, T. Tetrahedron Lett. 1989, 30, 6879.
12. 2GaCl) Kobayashi, S.; Koide, K.; Ohno, M. Tetrahedron Lett. 1990, 31, 2435.
13. 2O) Wessel, H.P. Tetrahedron Lett. 1990, 31, 6863.
14. 4), Maeta, H; Matsumoto, T.; Suzuki, K. Carbohydr. Res. 1993, 249, 49.
15. 3 Hosono, S.; Kim, W.S.; Sasai, H.; Shibasaki, M.J. J. Org. Chem. 1995, 60, 4.
16. El-Laghdach, A.; Echarri, R.; Matheu, M.I.; Barrena, M.I.; Castillón, S.; García, J. J. Org. Chem. 1991, 56, 4556.
17. Matheu, M I.; Echarri, R.; Castillón, S. Tetrahedron Lett. 1992, 33, 1093.
18. Matheu, M I.; Echarri, R.; Castillón, S. Tetrahedron Lett. 1993, 34, 2361.
19. Eharri, R.; Matheu, M.I.; Castillón, S. Tetrahedron 1994, 30, 9125.
20. Martin O.R. Tetrahedron Lett. 1985, 26, 2055.
21. Martin O.R.; Mahnken, R.E. J. Chem. Soc., Chem. Commun. 1986, 497.
22. Martin, O.R.; Rao, S.P.; El-Shenawy, H.A.; Kurz, K.G.; Cutler, A.B. J. Org. Chem. 1988, 53, 3287.
23. Martin, O.R.; Hendricks, C.A.V.; Deshpande, P.P.; Cutler, A.B.; Kane, S.P.; Rao, S.P. Carbohydr. Res, 1990, 196, 41.