Synthesis of new molecular scaffolds: 3-aza-7,9-dioxa-bicyclo[4.2.1]nonane (8-exo BTKa) and 3-aza-8,10-dioxa-bicyclo[5.2.1]decane (9-exo BTKa) carboxylic acids

Tetrahedron

Volumn 60, Issue 11, 2004, Pages 2583-2591

  Scarpi, Dina ^a   Stranges, Daniela ^a   Cecchi, Luca ^a   Guarna, Antonio ^a  

^a UNIVERSITY OF FLORENCE   (Italy)

Author keywords

Ketal; Nitroketone; Peptidomimetic; Tartaric acid

Indexed keywords

3 AZA 7,9 DIOXABICYCLO[4.2.1]NONANE CARBOXYLIC ACID; 3 AZA 8,10 DIOXABICYCLO[5.2.1]NONANE CARBOXYLIC ACID; AMINOKETONE; CARBOXYLIC ACID DERIVATIVE; HETEROCYCLIC COMPOUND; KETONE DERIVATIVE; LACTAM; NITRO DERIVATIVE; TARTARIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL BOND; CHEMICAL STRUCTURE; ENANTIOMER; FILTRATION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 1342281638     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.01.039     Document Type: Article

References (23)

1. Guarna A., Guidi A., Machetti F., Menchi G., Occhiato E.G., Scarpi D., Sisi S., Trabocchi A. J. Org. Chem. 64:1999;7347-7364.
2. Cini N., Machetti F., Menchi G., Occhiato E.G., Guarna A. Eur. J. Org. Chem. 2002;873-880.
3. Trabocchi A., Menchi G., Rolla M., Machetti F., Bucelli I., Guarna A. Tetrahedron. 59:2003;5251-5258.
4. Guarna A., Bucelli I., Machetti F., Menchi G., Occhiato E.G., Scarpi D., Trabocchi A. Tetrahedron. 58:2002;9865-9870.
5. Byciclic compounds derived from tartaric acid and amino acid.
6. Byciclic compounds derived from tartaric acid and ketoamines.
7. Scarpi D., Occhiato E.G., Trabocchi A., Leatherbarrow R.J., Brauer A.B.E., Nievo M., Guarna A. Bioorg. Med. Chem. 9:2001;1625-1632.
8. Trabocchi A., Occhiato E.G., Potenza D., Guarna A. J. Org. Chem. 67:2002;7483-7492.
9. Machetti F., Ferrali A., Menchi G., Occhiato E.G., Guarna A. Org. Lett. 2:2000;3987-3990.
10. Guarna A., Occhiato E.G., Pizzetti M., Scarpi D., Sisi S., van Sterkenburg M. Tetrahedron: Asymmetry. 11:2000;4227-4238.
11. Stewart K.R., Levine S.G., Bordner J. J. Org. Chem. 49:1984;4082-4084.
12. Castaldi G., Cavicchioli S., Giordano C., Uggeri F. J. Org. Chem. 52:1987;3018-3027.
13. Giordano C., Coppi L., Restelli A. J. Org. Chem. 55:1990;5400-5402.
14. Ishihara K., Karumi Y., Kubota M., Yamamoto H. Synlett. 1996;839-841.
15. Muthusamy S., Babu S.A., Gunanathan C. Tetrahedron. 58:2002;7897-7901.
16. Gong Y.D., Tanaka H., Iwasawa N., Narasaka K. Bull. Chem. Soc. Jpn. 71:1998;2181-2185.
17. Seebach D., Marti R.E., Hintermann T. Helv. Chim. Acta. 79:1996;1710-1740.
18. Guarna A., Occhiato E.G., Spinetti L.M., Vallecchi M.E., Scarpi D. Tetrahedron. 51:1995;1775-1788.
19. Guarna A., Occhiato E.G., Machetti F., Scarpi D. J. Org. Chem. 63:1998;4111-4115.
20. Ando M., Ohhara H., Takase K. Chem. Lett. 1986;879-882.
21. Miyakoshi T., Saito S., Kumanotani J. Chem. Lett. 1981;1677-1678.
22. Fusco R., Rossi S. Chem. Ind. (London). 1957;1650.
23. Carr J.B., Durham H.G., Kendall Hass D. J. Med. Chem. 20:1977;934-939.