An α-selective glycosylation via decarboxylation of mixed carbonate catalyzed by the combination of lewis acid and silver perchlorate

Heterocycles

Volumn 46, Issue 1, 1997, Pages 221-224

  Iimori, Takamasa ^a   Azumaya, Isao ^a   Shibazaki, Takafumi ^a   Ikegami, Shiro ^a  

^a TEIKYO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0013596839     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-97-s84     Document Type: Article

References (15)

1. Recent review: K. Toshima and K. Tatsuta, Chem. Rev., 1993, 93, 1503.
2. Recent reviews: (a) R. R. Schmidt, Angew. Chem., Int. Ed. Engl., 1986, 25, 212.
3. (b) G.-J. Boons, Tetrahedron, 1996, 52, 1095.
4. T. Iimori, T. Shibazaki, and S. Ikegami, Tetrahedron Lett., 1996, 37, 2267.
5. Recently, the decarboxylative glycosylation promoted by silyl Inflates has been reported to proceed intermolecularly.: G. Scheffler and R. R. Schmidt, Tetrahedron Lett., 1997, 38, 2943.
6. Anomeric carbonates employed as glycosyl donors in glycosylation reactions: (a) S. Inaba, M. Yamada, T. Yoshino, and Y. Ishido, J. Am. Chem. Soc., 1973, 95, 2062.
7. (b) Y. Ishido, S. Inaba, A. Matsuno, T. Yoshino, and H. Umezawa, J. Chem. Soc., Perkin Trans. 1, 1977, 1382.
8. (c) M. Boursier and G. C. R. Descotes, Acad. Sci., 1989, 308, 919.
9. (d) A. Marra, J. Esnault, A. Veyrières, and P. Sinaÿ, J. Am. Chem. Soc., 1992, 114, 6354.
10. (e) T. Mukaiyama, T. Sasaki, E. Iwashita, and K. Matsubara, Chem. Lett., 1995, 455.
11. (a) T. Mukaiyama, T. Takashima, M. Katsurada, and H. Aizawa, Chem. Lett., 1991, 533.
12. (b) K. Matsubara, T. Sasaki, and T. Mukaiyama, Chem. Lett., 1993, 1373.
13. (a) T. Matsumoto, H. Maeta, K. Suzuki, and G. Tsuchihashi, Tetrahedron Lett., 1988, 29, 3567.
14. (b) K. Suzuki, H. Maeta, and T. Matsumoto, Tetrahedron Lett., 1989, 30, 4853.
15. T. Matsumoto, T. Hosoya, and K. Suzuki, Tetrahedron Lett., 1990, 31, 4629.