Asymmetric synthesis of an isoxazolidine nucleoside analog of thymine polyoxin C

Tetrahedron Letters

Volumn 39, Issue 35, 1998, Pages 6411-6414

  Merino, Pedro ^a   Franco, Santiago ^a   Merchan, Francisco L ^a   Tejero, Tomas ^a  

^a CSIC   (Spain)

Author keywords

Amino acids and derivatives; Isoxazolidines; Nitrones; Nucleosides

Indexed keywords

ISOXAZOLIDINE DERIVATIVE; KETENE DERIVATIVE; NUCLEOSIDE ANALOG; THYMINE POLYOXIN C;

ARTICLE; DRUG SYNTHESIS; NUCLEAR OVERHAUSER EFFECT; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 0032572885     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01323-9     Document Type: Article

References (28)

1. [1] Duheholm KL, Pedersen EB. Synthesis 1992:1-21.
2. [2] Perigaud C, Gosselin G, Imbach J-L Nucleosides & nucleotides 1992;11:903-945.
3. [3] Agrofoglio L, Suhas E, Farese A, Condom R, Challand SR, Earl RA, Guedj R. Tetrahedron 1994;50:10611-10670.
4. [4] Huryn DM, Okabe M. Chem. Rev. 1992;92:1745-1768.
5. [5] Fedorov II, Kazmina EM, Gurskaya GV, Jasko MV, Zavodnic VE, Balzarini J, De Clercq E, Faraj A, Sommadossi J-P, Imbach J-L, Gosselin G. J. Med. Chem. 1997;40:486-494 and references therein.
6. [6] Kato K, Suzuki H, Tanaka H, Miyasaka T. Tetrahedron: Asymmetry 1998;9:911-914 and references cited therein.
7. [7] Matteuci M. Perspectives in Drug Discovery and Design 1996;4:1-16
8. [8] Nair V, Jahnke TS. Antimicrob. Agents Chemother. 1995;39:1017-1029.
9. [9] Mellor BJ, Murray PE, Thomas EJ. Tetrahedron 1998;54:243-256.
10. [10] Rassu G, Zanardi F, Cornia M, Casiraghi G. Nucleosides & Nucleotides 1996;15:1113-1120.
11. [11] Faury P, Camplo M, Mourier N, Trabaud C, Niddam V, Kraus J-L. Bull. Soc. Chim. Fr. 1996;133:553-561.
12. [12] Branalt J, Kvarnstrom I, Classon B, Samuelsson B. J. Org. Chem. 1996;61:3599-3603 and 3604-3610.
13. [13] Perry CM, Faulds D, Drugs 1997;53:657-680.
14. [14] Harris RK, Yeung RR, Lamont BR, Lancaster RW, Lynn SM, Staniforth SE. J. Chem. Soc. Perkin Trans. 2 1997:2653-2659 and references cited therein.
15. [15] Norbeck DW, Spanton S, Broder S. Mitsuya H. Tetrahedron Lett. 1989;30:6263-6266.
16. [16] Tronchet JMJ, Iznaden M, Barbalat-Rey F, Dhimane H, Ricca A, Balzarini J, De Clercq E. Eur. J. Med. Chem. 1992;27:555-560.
17. [17] Chiacchio U, Gumina G, Rescifina A, Romeo R, Uccella C, Casuscelli F, Piperno A, Romeo G. Tetrahedron 1996;52:8889-8898.
18. [18] Xiang Y, Gi H-J, Niu D, Schinazi RF, Zhao K. J. Org. Chem. 1997;62:7430-7434.
19. [19] Merino P, Franco S, Garces N, Merchan FL, Tejero T. Chem. Commun. 1998:493-494.
20. [20] Dondoni A, Junquera F, Franco S, Merchan FL, Merino P, Tejero T. J. Org. Chem. 1997;62:5497-5507.
21. [21] Knapp S. Chem. Rev. 1995;95:1859-1876.
22. [22] Zhang D, Miller MJ. J. Org. Chem. 1998;63:755-759.
23. [23] Merino P, Lanaspa A, Merchan FL, Tejero T. Tetrahedron: Asymmetry 1998;9:629-646.
24. [24] Merino P, Lanaspa A, Merchan FL, Tejero T. J. Org. Chem. 1996;61:9028-9032.
25. [25] Kita Y, Tamura O, Ito F, Kishino H, Miki T, Kohno M, Tamura Y. Chem. Commun. 1988:761.763.
26. [26] Vorbrüggen H, Krolikiewicz K, Bennua B Chem. Ber. 1981;114:1234-1255.
27. [27] Omura K, Swern D. Tetrahedron 1978:1651-1660
28. [28] Dalcanale E, Montanari F. J. Org. Chem. 1986;51:567-569.