Efficient pathways to precursors of pyrrolidine azasugar structures

European Journal of Organic Chemistry

Volumn , Issue 3, 1998, Pages 509-514

  Schierle, Kerstin ^a   Vahle, Ruth ^a   Steckhan, Eberhard ^a  

^a UNIVERSITY OF BONN   (Germany)

Author keywords

Amidoalkylation; Asymmetric synthesis; Azasugars; Pyrrolo oxazolidinones; Sakurai reaction

Indexed keywords

EID: 0001593870     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1099-0690(199803)1998:3<509::aid-ejoc509>3.0.co;2-v     Document Type: Article

References (26)

1. [1a] A. D. Elbein, Ann. Rev. Biochem. 1987, 56, 497-534.
2. [1b] A. D. Elbein, FASEB J. 1991, 5, 3055-3063.
3. [2a] G. W. J. Fleet, A. Karpas, R. A. Dwek, L. E. Fellows, A. S. Tyms, S. Petursson, S. K. Namgoong, N. G. Ramsden, P. W. Smith, J. C. Son, F. Wilson, D. R. Witty, G. S. Jacob, T. W. Rademacher, FEBS Lett. 1988, 237, 128-132.
4. [2b] P. S. Sunkura, T. L. Bowlin, P. S. Liu, A. Sjoerdsma, Biochem. Biophys. Res. Commun. 1987, 148, 206-210.
5. J. W. Dennis, K. Koch, D. Beckner, J. Nat. Cancer. Inst. 1989, 81, 1028-1033.
6. E. Truscheit, W. Frommer, B. Junge, L. Muller, D. D. Schmidt, W. Wingender, Angew. Chem. 1981, 93, 738-755.
7. [5a] G. C. Look, C. H. Fotsch, C.-H. Wong, Acc. Chem. Res. 1993, 26, 182-190.
8. [5b] M. K. Tong, G. Papandreou, B. Ganem, J. Am. Chem. Soc. 1990, 112, 6137-6139.
9. [5c] B. Ganem, G. Papandreou. J. Am. Chem. Soc. 1991, 113, 8984-8985.
10. [6a] G. Casiraghi, F. Zanardi, G. Rassu, P. Spanu, Chem. Rev. 1995, 95, 1677-1716 and references therein.
11. [6b] J. Streith, A. Defoin, Synlett 1996, 189-200.
12. [6c] Y. Huang, D. R. Dalton, J. Org. Chem. 1997, 62, 372-376.
13. [7a] G. W. J. Fleet, J. C. Son, D. S. C. Green, I. C. di Bello, B. Winchester, Tetrahedron 1988, 44, 2649-2655.
14. [7b] J. R. Behling, A. L. Campbell, K. A. Babiak, J. S. Ng, J. Medich. P. Fand, G. W. J. Fleet, Tetrahedron 1993, 49, 3359-3366.
15. [7c] D. K. Thompson, C. N. Hubert, R. H. Wightman, Tetrahedron 1993, 49, 3827-3840.
16. [8a] Y. Yuasa, J. Ando, S. Shibuya, J. Chem. Soc., Chem. Commun. 1994, 1383-1384.
17. [8b] A. Hassner, E. Falb, A. Nudelman, A. Albeck, H. E. Gottlieb, Tetrahedron Lett. 1994, 35, 2397-2400.
18. [9a] K. Danielmeier, E. Steckhan, Tetrahedron: Asymmetry 1995, 6, 1181-1190.
19. [9b] K. Danielmeier, K. Schierle, E. Steckhan, Tetrahedron 1996, 52, 9743-9754.
20. A. Zietlow, E. Steckhan, J. Org. Chem. 1994, 59, 5658-5661.
21. K. Danielmeier, K. Schierle, E. Steckhan, Angew. Chem. 1996, 108, 2397-2399: Angew. Chem. Int. Ed. 1996, 35, 2247-2248.
22. K. Danielmeier, K. Schierle, E. Steckhan, Angew. Chem. 1996, 108, 2397-2399: Angew. Chem. Int. Ed. 1996, 35, 2247-2248.
23. H. Sakurai, Pure Appl. Chem. 1982, 54, 1-22.
24. M. Sadakane, R. Vahle, K. Schierle, D. Kolter, Synlett 1997, 95-96.
25. [14a] J. G. Buchanan, H. Z. Sable in Selective Organic Transformations, (Ed.: B. S. Thyagarajan), Wiley Interscience Publ., New York, 1972, Vol. 2, p. 1-95.
26. [14b] M. Schulz, R. Kluge, S. Liebsch, J. Lessig, M. Halik, F. Gadissa, Tetrahedron 1996, 41, 13151-13166.