Synthesis of sugar allyltins and their application in the preparation of carbobicyclescarbobicycles

Main Group Metal Chemistry

Volumn 24, Issue 9, 2001, Pages 583-587

  Jarosz, Slawomir ^a   Skóra, Stanislaw ^a   Szewczyk, Katarzyna ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0038736664     PISSN: 07921241     EISSN: 21910219     Source Type: Journal    
DOI: None     Document Type: Article

References (24)

1. Mehta, G.; Ramesh, S. S. Chem. Commun., 2429 (2000);
2. Mehta, G.; Ramesh, S. S. Tetrahedron Lett., 42, 1987 (2001).
3. Herczegh, P.; Zsely, M.; Szilagyi, L.; Bajza, I.; Kovacs, A.; Batta, G., Bognar, R. Cycloaddition Reactions in Organic Chemistry, 494, 112 (ACS Symposium Series, Guiliano R.M. Edition, 1992).
4. Bernet, B.; Vasella, A. Helv. Chim. Acta, 62, 1990 (1979);
5. Bernet, B.; Vasella, A. Helv. Chim. Acta, ibid. item., 62, 2400 (1979).
6. Jarosz, S.; Fraser-Reid, B. J. Org. Chem., 54, 4011 (1989);
7. for a summary on the general methodology leading to higher carbon sugars see Jarosz, S. J. Carbohydr. Chem., 20, 93 (2001).
8. Yamamoto, Y. Acc. Chem. Res., 20, 243 (1987);
9. Yamamoto, Y.; Asao, N. Chem. Rev., 93, 2207 (1993);
10. Marshall, J. A., Chem. Rev., 96, 31 (1996);
11. Weigand, S.; Brückner, R. Synthesis, 475 (1996);
12. Jarosz, S. Polish J. Chem., 72, 815 (1998) and referencens therein.
13. Ueno, Y.; Sano, H.; Okawara, M. Synthesis, 1011 (1980);
14. Mortlock, S. V.; Thomas, E. J. Tetrahedron Lett., 29, 2479 (1988).
15. Kozlowska, E.; Jarosz, S. J. Carbohydr. Chem., 13, 889 (1994).
16. 2.
17. Jarosz, S. Tetrahedron, 53, 10765 (1997).
18. Jarosz, S.; Szewczyk, K. Tetrahedron Lett., 42, 3021 (2001).
19. Abstraction of a hydrogen atom in benzylidene acetals leading to radical which undergoes rearrangement with a cleavage of the C-O bond is known [Roberts, B. P.; Smits, T. M. Tetrahedron Lett., 42, 137 (2001);
20. Huyser, E. S.; Garcia, Z. J. Org. Chem., 27, 2716 (1962)], however, the case reported here is different.
21. Verdone, J. A.; Mangravite, J. A.; Scarpa, N. M.; Kuivila H. G. J. Am. Chem. Soc., 97, 843 (1975).
22. Jarosz, S.; Kozlowska, E.; Jezewski, A. Tetrahedron, 53, 10775 (1997);
23. see also Jarosz, S.; Skóra, S. Tetrahedron: Asymmetry, 11, 1425 (2000).
24. Jarosz, S.; Skóra, S. Tetrahedron: Asymmetry, 11, 1433 (2000).