N-Substituted α-trifluoromethyl β-nitro amines in the synthesis of fluorine-containing 1,2-diamines, amino alcohols, and β-amino acids

Russian Chemical Bulletin

Volumn 58, Issue 9, 2009, Pages 1886-1898

  Korotaev, V Yu ^a   Barkov, A Yu ^b   Kodess, M I ^b   Kutyashev, I B ^a   Slepukhin, P A ^b   Zapevalov, A Ya ^b  

^a URAL FEDERAL UNIVERSITY   (Russian Federation)

^b INSTITUTE OF ORGANIC SYNTHESIS   (Russian Federation)

Author keywords

amino acids; amines; amino alcohols; diazo compounds; nitroalkenes; organofluorine compounds; X ray diffraction analysis

Indexed keywords

EID: 77956568430     PISSN: 10665285     EISSN: 15739171     Source Type: Journal    
DOI: 10.1007/s11172-009-0257-2     Document Type: Article

References (26)

1. N. Ono, The Nitro Group in Organic Synthesis, Wiley-VCH, New York, 2001, 392 pp.
2. D. Lucet, S. Sabelle, O. Kostelitz, T. Le Gall, C. Mioskowski, Eur. J. Org. Chem., 1999, 2583.
3. S. Sabelle D. Lucet T. L. Gall C. Mioskowski 1998 Tetrahedron Lett. 39 2111 10.1016/S0040-4039(98)00064-1 1:CAS:528:DyaK1cXitlemu7o%3D (Pubitemid 28145622)
4. J. C. Anderson, S. Peace, S. Pih, Synlett., 2000, 850.
5. J. Turconi L. Lebeau J.-M. Paris C. Mioskowski 2006 Tetrahedron 62 8109 10.1016/j.tet.2006.06.013 1:CAS:528:DC%2BD28XmvFeltbg%3D
6. A. Ya. Aizikovich I. N. Sheptun 1985 Zh. Org. Khim. 21 2212 1:CAS:528:DyaL28XlslWktbY%3D [J. Org. Chem. USSR (Engl. Transl.), 1985, 21]
7. A. Ya. Aizikovich V. Yu. Korotaev V. A. Sagaidak 1998 Zh. Org. Khim. 34 832 [Russ. J. Org. Chem. (Engl. Transl.), 1998, 34, 782]
8. RF Pat. 2 131 410; Byull. Izobret., 1999, 408.
9. J. Turconi L. Lebeau J.-M. Paris C. Mioskowski 2006 Tetrahedron Lett. 47 121 10.1016/j.tetlet.2005.10.116 1:CAS:528:DC%2BD2MXht1OisLbL (Pubitemid 41743788)
10. V. Yu. Korotaev, Yu. A. Skorik, A. Yu. Barkov, M. I. Kodess, A. Ya. Zapevalov, Izv. Akad. Nauk, Ser. Khim., 2005, 2465 [Russ. Chem. Bull., Int. Ed., 2005, 54, 2545].
11. A. Ya. Aizikovich V. Yu. Korotaev 1999 Zh. Org. Khim. 35 226 [Russ. J. Org. Chem. (Engl. Transl.), 1999, 35, 207]
12. A. Ya. Aizikovich M. V. Nikonov M. I. Kodess V. Yu. Korotaev V. N. Charushin O. N. Chupakhin 2000 Tetrahedron 56 1923 10.1016/S0040-4020(00)00107-1 1:CAS:528:DC%2BD3cXitlahs7g%3D (Pubitemid 30176436)
13. V. Ya. Sosnovskikh, V. A. Kutsenko, A. Ya. Aizikovich, V. Yu. Korotaev, Izv. Akad. Nauk, Ser. Khim., 1999, 2135 [Russ. Chem. Bull. (Engl. Transl.), 1999, 48, 2112].
14. A. Ya. Aizikovich I. T. Bazyl' 1987 Zh. Org. Khim. 23 1330 [J. Org. Chem. USSR (Engl. Transl.), 1987, 23]
15. H. Shechter D. E. Ley E. B. Roberson 1956 J. Am. Chem. Soc. 78 4984 10.1021/ja01600a049
16. E. T. McBee C. E. Hathaway C. W. Roberts 1956 J. Am. Chem. Soc. 78 4053 10.1021/ja01597a052 1:CAS:528:DyaG2sXlt1Cg
17. Ya. Shen, G. Wang, J. Ni, J. Sun, Synthesis, 2003, 1574.
18. A. T. Blomquist T. H. Shelley 1948 J. Am. Chem. Soc. 70 147 10.1021/ja01181a043 1:CAS:528:DyaH1cXhtVagtQ%3D%3D
19. N. Takamura T. Mizoguchi 1973 Tetrahedron Lett. 14 4267 10.1016/S0040-4039(01)87166-5
20. M. Regitz S. G. Khbeis 1984 Chem. Ber. 117 2233 10.1002/cber.19841170616 1:CAS:528:DyaL2cXkvFWjurY%3D
21. J. G. Lee, K. I. Choi, H. Y. Koh, Y. Kim, Y. Kang, Y. S. Cho, Synthesis, 2001, 81.
22. V. V. Perekalin 1985 Zh. Org. Khim. 21 1111 1:CAS:528:DyaL2MXlsVWjsLk%3D [J. Org. Chem. USSR(Engl. Transl.), 1985, 21].
23. J. O. Osby B. Ganem 1985 Tetrahedron Lett. 26 6413 10.1016/S0040-4039(00) 99014-2 1:CAS:528:DyaL28Xkt1eqs7k%3D
24. G. M. Dubowchik J. A. Michne D. Zuev 2004 Bioorg. Med. Chem. Lett. 14 3147 10.1016/j.bmcl.2004.04.014 1:CAS:528:DC%2BD2cXktVers7k%3D (Pubitemid 38624581)
25. A. Murray, D. L. Willams, in Organic Synthesis with Isotopes. Part II. Compounds of Isotopic Hydrogen, Interscience Publ., New York, 1958.
26. G. M. Sheldrick, SHELX-97, Programs for Crystal Structure Determination and Refinement, University of Göttingen, Göttingen (Germany), 1997.