The furan approach to oxacycles: New entry to the synthesis of isodideoxynucleosides

Synthesis

Volumn , Issue 3, 2011, Pages 431-436

  Canoa, Pilar ^a   Gándara, Zoila ^a   Pérez, Manuel ^a   Gago, Rafael ^a   Gómez, Generosa ^a   Fall, Yagamare ^a  

^a UNIVERSITY OF VIGO   (Spain)

Author keywords

isonucleosides; Mitsunobu reaction; nucleosides; singlet oxygen; stereoselective synthesis

Indexed keywords

ISONUCLEOSIDES; MITSUNOBU REACTION; NUCLEOSIDES; SINGLET OXYGEN; STEREOSELECTIVE SYNTHESIS;

AROMATIC COMPOUNDS; BIOMOLECULES; OXYGEN; SYNTHESIS (CHEMICAL);

STEREOSELECTIVITY;

6 CHLORO 9 [2 (2 HYDROXYETHYL)TETRAHYDROFURAN 3 YL]9H PURINE; 9 [2 (2 HYDROXYETHYL)TETRAHYDROFURAN 3 YL]9H PURIN 6 AMINE; 9 [2 (2 HYDROXYETHYL)TETRAHYDROFURAN 3 YL]9H PURIN 6 OL; FURAN; ISODIDEOXYNUCLEOSIDE DERIVATIVE; NUCLEOSIDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; STEREOCHEMISTRY;

EID: 79151468817     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0030-1258372     Document Type: Article

References (26)

1. Fall Y, Gómez G, Fernández C, Tetrahedron Lett. 1999 40 8307
2. Pérez M, Canoa P, Gómez G, Teijeira M, Fall Y, Synthesis 2005 411
3. Fall Y, Vidal B, Alonso D, Gómez G, Tetrahedron Lett. 2003 44 4467
4. Pérez M, Canoa P, Gómez G, Terán C, Fall Y, Tetrahedron Lett. 2004 45 5207
5. Alonso D, Pérez M, Gómez G, Covelo B, Fall Y, Tetrahedron 2005 61 2021
6. Teijeira M, Suárez P L., Gómez G, Terán C, Fall Y, Tetrahedron Lett. 2005 46 5889
7. García I, Gómez G, Teijeira M, Terán C, Fall Y, Tetrahedron Lett. 2006 47 1333
8. Canoa P, Pérez M, Covelo B, Gómez G, Fall Y, Tetrahedron Lett. 2007 48 3441
9. Vince R, Hua M, J. Med. Chem. 1990 33 17
10. Huryn D M., Okabe M, Chem. Rev. 1992 92 1745
11. De Clercq E, J. Med. Chem. 1995 38 2491
12. Simons C, Nucleoside Mimetics Gordon and Breach Science Singapore 2001
13. Chen S, Curr. Med. Chem. 2002 9 899
14. De Clercq E, Clin. Microbiol. Rev. 1997 10 674
15. Sugimoto I, Shuto S, Mori S, Shigeta S, Matuda A, Bioorg. Med. Chem. Lett. 1999 9 385
16. Ohrui H, Kohgo S, Kitano K, Sakata S, Kodama E, Yoshimura K, Matsuoka M, Shigeta S, Mitsuya H, J. Med. Chem. 2000 43 4516
17. Huryn D M., Sluboscki B C., Tam S Y., Todaro L J., Weigele M, Tetrahedron Lett. 1989 30 6259
18. Nuesca Z M., Nair V, Tetrahedron Lett. 1994 35 2485
19. Nair V, Zintek L B., Jeon G S., Nucleosides Nucleotides 1995 14 389
20. Yoo S J., Kim H O., Lim Y, Kim J, Jeong L S., Bioorg. Med. Chem. 2002 10 215
21. Ying C, De Clercq E, Noyts J, Curr. Med. Chem.: Anti-Infective Agents 2003 2 227
22. Balayiannis G, Karigiannis G, Gatos P, Papaioannou D, De Clercq E, Tetrahedron Lett. 2000 41 6191
23. For the preparation of alcohol 8, see:, Alcaide B, Areces P, Borredon E, Biurrun C, Castells J P., Plumet J, Heterocycles 1990 31 1997
24. Estévez L, Canoa P, Gómez G, Pérez-González M, Pintos I, Teijeira M, Terán C, Abstract of Papers, XIV Congreso Nacional Sociedad Espaola de Química Terapéutica, Bilbao, Sept. 13-16 Sociedad Espaola de Química Terapéutica Madrid 2005
25. Estévez L, Besada P, Fall Y, Teijeira M, Terán C, Synthesis 2010 425
26. Zheng X, Nair V, Nucleosides Nucleotides 1999 18 1961