The simple and selective synthesis of 3-amino-2,2-difluorocarboxylic esters and difluoro-β-lactams using ethyl bromodifluoroacetate in the presence of rhodium catalyst

Tetrahedron Letters

Volumn 46, Issue 45, 2005, Pages 7679-7681

  Sato, Kazuyuki ^a   Tarui, Atsushi ^a   Matsuda, Seiji ^a   Omote, Masaaki ^a   Ando, Akira ^a   Kumadaki, Itsumaro ^a  

^a SETSUNAN UNIVERSITY   (Japan)

Author keywords

Lactam; Amino acid; Fluorine; Imine; Rhodium catalyst

Indexed keywords

ACETIC ACID DERIVATIVE; BETA LACTAM ANTIBIOTIC; CARBOXYLIC ACID DERIVATIVE; ESTER; ETHYLBROMODIFLUOROACETATE; RHODIUM; UNCLASSIFIED DRUG;

ALDOL REACTION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; DRUG SYNTHESIS; SYNTHESIS;

EID: 26444436846     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.09.031     Document Type: Article

References (24)

1. L.S. Jacob Pharmacology 1996 Williams and Wilkins
2. L. Chen, G. Zhao, and Y. Ding Tetrahedron Lett. 44 2003 2611 2614
3. Y. Ukaji, S. Takenaka, Y. Horita, and K. Inomata Chem. Lett. 2001 254 255
4. G. Courtois, and L. Miginiac J. Organomet. Chem. 450 1993 33 40
5. Y. Yamamoto, and W. Ito Tetrahedron 44 1988 5415 5423
6. S. Hata, M. Iguchi, T. Iwasawa, K. Yamada, and K. Tomioka Org. Lett. 6 2004 1721 1723
7. K. Ishimaru, and T. Kojima J. Org. Chem. 68 2003 4959 4962
8. S. Saito, K. Hatanaka, and H. Yamamoto Tetrahedron 57 2001 875 887
9. S. Kobayashi, M. Araki, H. Ishitani, S. Nagayama, and I. Hachiya Synlett 1995 233 234
10. C. Gennari, G. Schimperna, and I. Venturini Tetrahedron 44 1988 4221 4232
11. J. Tsuji Transition Metal Reagents and Catalysts: Innovations in Organic Synthesis 2002 John Wiley & Sons Chichester
12. M. Beller C. Bolm Transition Metals for Organic Synthesis 1998 VCM Weinheim
13. T. Hayashi Bull. Chem. Soc. Jpn. 77 2004 13 21
14. K. Fagnou, and M. Lautens Chem. Rev. 103 2003 169 196
15. T. Hayashi Synlett 2001 879 887
16. N. Miyaura ACS Sympos. Series 783 2001 94 107
17. K. Sato, M. Omote, A. Ando, and I. Kumadaki Org. Lett. 6 2004 4359 4361
18. K. Sato, A. Tarui, T. Kita, Y. Ishida, H. Tamura, M. Omote, A. Ando, and I. Kumadaki Tetrahedron Lett. 45 2004 5735 5737
19. K. Kanai, H. Wakabayashi, and T. Honda Heterocycles 58 2002 47 51
20. T. Honda, H. Wakabayashi, and K. Kanai Chem. Pharm. Bull. 50 2002 307 308
21. S. Marcotte, X. Pannecoucke, C. Feasson, and J.-C. Quirion J. Org. Chem. 64 1999 8461 8464
22. M.R. Angelastro, P. Bey, S. Mehdi, and N.P. Peet Bioorg. Med. Chem. Lett. 2 1992 1235 1238
23. T. Taguchi, O. Kitagawa, Y. Suda, S. Ohkawa, A. Hashimoto, Y. Iitaka, and Y. Kobayashi Tetrahedron Lett. 29 1988 5291 5294
24. A. Otaka, J. Watanabe, A. Yukimasa, Y. Sasaki, H. Watanabe, T. Kinoshita, S. Oishi, H. Tamamura, and N. Fujii J. Org. Chem. 69 2004 1634 1645