A new, one pot synthesis of alkylated methyl tri- and tetracarboxylate derivatives by nitrolkanes

Synthesis

Volumn , Issue 4, 2004, Pages 605-609

  Ballini, Roberto ^a   Bosica, Giovanna ^a   Fiorini, Dennis ^a   Gil, Maria Victoria ^a   Palmieri, Alessandro ^a  

^a UNIVERSITY OF CAMERINO   (Italy)

Author keywords

Dimethyl maleate; Methyl tetraalkanoate; Methyl trialkanoate; Nitroalkanes; Triols

Indexed keywords

DERIVATIVES; SYNTHESIS (CHEMICAL);

NITROALKANES; NITROUS ACID;

AROMATIC COMPOUNDS;

ACETIC ACID DERIVATIVE; ACETONITRILE; ACONITIC ACID; ALKANOIC ACID; BASE; CARBOXYLIC ACID DERIVATIVE; MALEIC ACID DERIVATIVE; MALEIC ACID DIMETHYL ESTER; METHYL NITROACETATE; METHYL TETRACARBOXYLATE DERIVATIVE; METHYL TRICARBOXYLATE DERIVATIVE; NITROALKANE; NITROUS ACID; TRIMETHYL ACONITATE; UNCLASSIFIED DRUG;

ADDITION REACTION; ALKYLATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; DIASTEREOISOMER; ELIMINATION REACTION; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS; TECHNIQUE; TRANS ISOMER;

EID: 1642416328     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-815948     Document Type: Article

References (20)

1. Corey, E. J.; Cheng, X. M. The Logic of Chemical Synthesis; Wiley: New York, 1989.
2. Ho, T. L. Tactics of Organic Synthesis; Wiley: New York, 1994.
3. Wiseman, J. R. J. Org. Chem. 1964, 29, 2793.
4. Yamaguchi, M.; Tsukamoto, M.; Tanaka, S.; Hirao, I. Tetrahedron Lett. 1984, 25, 5661.
5. Boumchita, H.; Legraverend, M.; Bisogni, E. Heterocycles 1991, 32, 1785.
6. Lee-Ruff, E.; Wan, W.-Q.; Jiang, J.-L. J. Org. Chem. 1994, 59, 2114.
7. Molander, G. A.; Quirmbach, M. S.; Silva, L. F.; Spencer, K. C.; Balsells, J. Org. Lett. 2001, 3, 2257.
8. Jayasuriya, H.; Bills, G. F.; Cascales, C.; Zink, D. L.; Goez, M. A.; Jenkins, R. S.; Silverman, K. C.; Lingham, R. B.; Singh, S. B. Biorg. Med. Chem. Lett. 1996, 6, 2081.
9. Benn, M. H.; Lorimer, S. D.; Perry, N. B. Phytochemistry 1998, 47, 1649.
10. Hall, N. Science 1994, 266, 32.
11. Tietze, L. F. Chem. Rev. 1996, 96, 115; and references cited therein.
12. Ballini, R.; Barboni, L.; Pintucci, L. Synlett 1997, 1389.
13. Ballini, R.; Bosica, G.; Gigli, F. Tetrahedron 1998, 54, 7573.
14. Ballini, R.; Barboni, L.; Bosica, G.; Filippone, P.; Peretti, S. Tetrahedron 2000, 56, 4095.
15. Ballini, R.; Barboni, L.; Bosica, G.; Fiorini, D.; Gil, M. V.; Petrini, M. Tetrahedron 2001, 57, 6079.
16. Ballini, R.; Barboni, L.; Bosica, G.; Fiorini, D. Synthesis 2002, 2725.
17. Ballini, R.; Fiorini, D.; Gil, M. V.; Palmieri, A.; Roman, E.; Serrano, J. A. Tetrahedron Lett. 2003, 44, 2795.
18. Ballini, R.; Fiorini, D.; Gil, M. V.; Palmieri, A. Tetrahedron Lett. 2003, 44, 9033.
19. Ballini, R.; Fiorini, D.; Palmieri, A. Synlett 2003, 1704.
20. Ballini, R.; Barboni, L.; Giarlo, G. J. Org. Chem. 2003, 68, 91.