Synthesis of glyco-fused bicyclic compounds; Conformationally constrained scaffolds and useful polyfunctional building blocks

European Journal of Organic Chemistry

Volumn 2014, Issue 12, 2014, Pages 2549-2556

  Cardona, Francisco ^a,b   D'Orazio, Giuseppe ^a   Silva, Artur M S ^b   Nicotra, Francesco ^a   La Ferla, Barbara ^a  

^a Dept of Biotechnology and Bioscience Consorzio Interuniversitario Nazionale Metodologie e Processi Innovativi di Sintesi CINMPIS ^*  (Italy)

^b UNIVERSITY OF AVEIRO   (Portugal)

Author keywords

Annulation; Chiral pool; Cycloaddition; Diastereoselectivity; Glycoconjugates; Synthetic methods

Indexed keywords

EID: 84898896877     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.201400028     Document Type: Article

References (18)

1. S. Hanessian, Total Synthesis of Natural Products: The Chiron Approach; Pergamon Press: New York, 1983.
2. B. Fraser-Reid, Acc. Chem. Res. 1996, 29, 57 and references cited therein.
3. D. J. Holt, W. D. Barker, P. R. Jenkins, D. L. Davies, J. Garratt, J. Fawcett, D. R. Russell, S. Ghosh, Angew. Chem. Int. Ed. 1998, 37, 3298;
4. Angew. Chem. 1998, 110, 3486.
5. D. J. Holt, W. D. Barker, P. R. Jenkins, J. Org. Chem. 2000, 65, 482.
6. R. V. Bonnert, P. R. Jenkins, J. Chem. Soc., Chem. Commun. 1987, 6.
7. A. J. Wood, P. R. Jenkins, J. Fawcett, D. R. Russell, J. Chem. Soc., Chem. Commun. 1995, 1567.
8. A. J. Wood, P. R. Jenkins, Tetrahedron Lett. 1997, 38, 1853.
9. R. B. Giuliano, A. D. Jordan Jr., A. D. Gauthier, K. Hoogsteen, J. Org. Chem. 1993, 58, 4979 and references cited therein.
10. C. Airoldi, F. Cardona, E. Sironi, L. Colombo, M. Salmona, A. Silva, F. Nicotra, B. La Ferla, Chem. Commun. 2011, 47, 10266.
11. C. Airoldi, F. Cardona, E. Sironi, L. Colombo, M. Salmona, I. Cambianica, F. Ornaghi, G. Sancini, F. Nicotra, B. La Ferla, Pure Appl. Chem. 2013, 85, 1813.
12. V. S. Borodkin, N. A. Shpiro, V. A. Azov, N. K. Kochetkov, Tetrahedron Lett. 1996, 37, 1489.
13. G. Thoma, F. Schwarzenbach, R. O. Duthaler, J. Org. Chem. 1996, 61, 514.
14. L. Cipolla, L. Lay, F. Nicotra, J. Org. Chem. 1997, 62, 6678.
15. B. La Ferla, F. Cardona, I. Perdigão, F. Nicotra, Synlett 2005, 2641.
16. E. Cleator, C. F. McCusker, F. Steltzer, S. V. Ley, Tetrahedron Lett. 2004, 45, 3077.
17. T. K. M. Shing, Y.-Y. Yeung, P. L. Su, Org. Lett. 2006, 8, 3149.
18. E. Akguen, M. B. Glinski, K. L. Dhawan, T. Durst, J. Org. Chem. 1981, 46, 2730.