Methyltrifluoropyruvate imines possessing N-oxalyl and N-phosphonoformyl groups - Precursors to a variety of α-CF3-α-amino acid derivatives

Organic and Biomolecular Chemistry

Volumn 4, Issue 19, 2006, Pages 3669-3674

  Skarpos, Hanna ^a   Vorob'eva, Daria V ^b   Osipov, Sergey N ^b   Odinets, Irina L ^b   Breuer, Eli ^c   Röschenthaler, Gerd Volker ^a  

^a UNIVERSITY OF BREMEN   (Germany)

^b A N NESMEYANOV INSTITUTE OF ORGANOELEMENT COMPOUNDS   (Russian Federation)

^c HEBREW UNIVERSITY OF JERUSALEM   (Israel)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; DEHYDRATION; DRUG PRODUCTS; MOLECULAR DYNAMICS; REACTION KINETICS;

AMINO ACID DERIVATIVES; ETHYL OXAMATE; METHYLTRIFLUOROPYRUVATE IMINES; SYNTHETIC INTERMEDIATES;

ORGANIC COMPOUNDS;

AMINO ACID; DRUG DERIVATIVE; IMINE; PYRUVIC ACID;

ARTICLE; CHEMISTRY; ELECTRON; SYNTHESIS;

AMINO ACIDS; ELECTRONS; IMINES; PYRUVIC ACID;

EID: 33748968001     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b607060d     Document Type: Article

References (24)

1. J. Myllyharju K. I. Kivirikko Ann. Med. (Basingstoke, UK) 2001 33 7
2. J. M. Elkins K. S. Hewitson L. A. McNeill J. F. Seibel I. Schlemminger C. W. Pugh P. J. Ratcliffe C. J. Schofield J. Biol. Chem. 2003 278 1802
3. C. J. Cunliffe T. J. Franklin N. J. Hales G. B. Hill J. Med. Chem. 1992 35 2652
4. D. R. Mole I. Schlemminger L. A. McNeill K. S. Hewitson C. W. Pugh P. J. Ratclife C. J. Schofield Bioorg. Med. Chem. Lett. 2003 13 2677
5. B. Oberg Pharmacol. Ther. 1989 40 213
6. A. Rosowsky H. Fu J. Mellors D. D. Richman K. Y. Hostetler J. Med. Chem. 1994 40 2482
7. K. Y. Hostetler G. D. Kini J. R. Beadle K. A. Aldern M. F. Gardner R. Border R. Kumar L. Barshak C. N. Sridhar C. J. Wheeler D. D. Richman Antiviral Res. 1996 31 59
8. C. G. Ferguson G. R. J. Thatcher Synlett 1998 1325
9. C. J. Salomon E. Breuer J. Org. Chem. 1997 62 3858
10. E. Breuer J. Frant R. Reich Expert Opin. Ther. Pat. 2005 15 3
11. N. Sewald and K. Burger, in, V. P. Kukhar, and, V. A. Soloshonok, (Ed.), Synthesis of Fluoro-containing Amino Acids, John Wiley and sons Ltd, New York/Brisbane/Toronto/Singapore, 1995, 139 and references cited therein
12. K. Burger K. Muetze W. Hollweck B. Koksch Tetrahedron 1998 54 5915
13. A. Sutherland C. L. Willis Nat. Prod. Rep. 2000 621
14. B. Koksch N. Sewald H.-J. Hofmann K. Burger H.-D. Jakubke J. Pept. Sci. 1997 3 157
15. J.-C. Horng D. P. Raleigh J. Am. Chem. Soc. 2003 125 9286
16. R. E. Banks, J. C. Taltow and B. E. Smart, Organofluorine Chemistry: Principles and Commercial applications, Plenum Press, New York, 1994
17. B. Biligicer K. Kumar Tetrahedron 2002 58 4105
18. P. Wang Y. Tang D. A. Tirrell J. Am. Chem. Soc. 2003 125 6900
19. E. Carosati S. Sciabola G. Cruciani J. Med. Chem. 2004 47 5114
20. S. N. Osipov A. F. Kolomiets A. V. Fokin Russ. Chem. Rev. 1992 61 798
21. S. N. Osipov A. S. Golubev N. Sewald T. Michel A. F. Kolomiets A. V. Fokin K. Burger J. Org. Chem. 1996 7521
22. I. L. Knunyants V. V. Shokina V. V. Tyuleneva Dokl. Akad. Nauk SSSR 1996 169 594
23. A. Hassner C. S. Bunnel K. Haltiwanger J. Org. Chem. 1978 43 57
24. L. J. Bellamy, The infrared spectra of complex molecules, Wiley, New York, 1975