An efficient method for catalytic and stereoselective synthesis of 2-deoxy-α-D-glucopyranosides from 3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranose and several alcoholic nucleophiles

Chemistry Letters

Volumn , Issue 10, 1997, Pages 969-970

  Takeuchi, Kazuya ^a   Higuchi, Satoshi ^a   Mukaiyama, Teruaki ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 30244510731     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1997.969     Document Type: Article

References (20)

1. K. Bock, I. Lundt, and C. Pedersen, Carbohydr. Res., 130, 125 (1984).
2. J. Jünnemann, I. Lundt, and J. Thiem, Liebigs Ann. Chem., 1991, 759.
3. W. R. Roush, K. Briner, and D. P. Sebesta, Synlett, 1993, 264.
4. H. M. Zuurmond, P. A. M. van der Klein, G. A. van der Marel, and J. H. van Boom, Tetrahedron, 49, 6501 (1993).
5. K. Tatsuta, K. Fujimoto, and M. Kinoshita, Carbohydr. Res., 54, 85 (1977).
6. J. Thiem, H. Karl, and J. Schwentner, Synthesis, 1978, 696.
7. R. U. Lemieux and A. R. Morgan, Can. J. Chem., 43, 2190 (1965); K. Suzuki, G. A. Sulikowski, R. W. Friesen, and S. J. Danishefsky, J. Am. Chem. Soc., 112, 8895 (1990)
8. R. U. Lemieux and A. R. Morgan, Can. J. Chem., 43, 2190 (1965); K. Suzuki, G. A. Sulikowski, R. W. Friesen, and S. J. Danishefsky, J. Am. Chem. Soc., 112, 8895 (1990)
9. G. Jaurand, J-M. Beau, and P. Sinaÿ, J. Chem. Soc., Chem. Commun., 1981, 572.
10. K. C. Nicolaou, S. P. Seitz, and D. P. Papahatjis, J. Am. Chem. Soc., 105, 2430 (1983).
11. H. B. Mereyala, V. R. Kulkarni, D. Ravi, G. V. M. Sharma, B. V. Rao, and G. B. Reddy, Tetrahedron, 48, 545 (1992).
12. K. C. Nicolaou, R. E. Dolle, D. P. Papahatjis, and J. L. Randall, J. Am. Chem. Soc., 106, 4189 (1984).
13. L. Laupichler, H. Sajus, and J. Thiem, Synthesis, 1992, 1133.
14. T. Yamanoi and T. Inazu, Chem. Lett., 1990, 849.
15. S. Raghavan and D. Kahne, J. Am. Chem. Soc., 115, 1580 (1993).
16. H. Uchiro and T. Mukaiyama, Chem. Lett., 1996, 79; H. Uchiro and T. Mukaiyama, Chem. Lett., 1996, 271.
17. H. Uchiro and T. Mukaiyama, Chem. Lett., 1996, 79; H. Uchiro and T. Mukaiyama, Chem. Lett., 1996, 271.
18. H. Uchiro, K. Miyazaki, and T. Mukaiyama, Chem. Lett., 1997, 403.
19. T. Mukaiyama, K. Matsubara, and M. Hora, Synthesis, 1994, 1368.
20. F-Y. Dupradeau, S. Hakomori, and T. Toyokuni, J. Chem. Soc., Chem. Commun., 1995, 221.