CrossRef enabled

PAC Archives

Archive →

Pure Appl. Chem., 2009, Vol. 81, No. 11, pp. 2059-2068

http://dx.doi.org/10.1351/PAC-CON-08-12-05

Published online 2009-10-30

Regio-, stereo-, and enantioselective reactions of carbon acids catalyzed by recoverable organic catalysts bearing ionic liquid moieties

Sergey G. Zlotin*, Galina V. Kryshtal, Galina M. Zhdankina, Alexander S. Kucherenko, Andrei V. Bogolyubov and Dmitriy E. Siyutkin

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky prosp. 47, Moscow, 119991, Russian Federation

References

  • 1. V. D. Pokhodenko, V. V. Pavlischuk. Theor. Exp. Chem. 38, 69 (2002). (http://dx.doi.org/10.1023/A:1016080416792)
  • 2. L. M. Kustov, I. P. Beletskaya. Rossijskij Khim. Zh. 48, 3 (2004).
  • 3. T. Welton. Chem. Rev. 99, 2071 (1999). (http://dx.doi.org/10.1021/cr980032t)
  • 4. P. Wasserscheid, T. Welton (Eds.). Ionic Lliquids in Synthesis, p. 363, Wiley-VCH, Weinheim (2003).
  • 5. P. I. Dalko (Ed.). Enantioselective Organocatalysis, p. 536, Wiley-VCH, Weinheim (2007).
  • 6. Y. Sasson, G. Rothenberg. In Handbook of Green Chemistry and Technology, J. Clark, D. Macquarrie (Eds.), p. 206, Blackwell Science, Oxford (2002).
  • 7. Al. Shestopalov, L. Rodinovskaya, An. Shestopalov, S. Zlotin, V. Nesterov. Synlett 2309 (2003). (http://dx.doi.org/10.1055/s-2003-42471)
  • 8. S. Mukherjee, J. W. Yang, S. Hoffman, B. List. Chem. Rev. 107, 5471 (2007). (http://dx.doi.org/10.1021/cr0684016)
  • 9. M. Gruttadauria, F. Giacalone, R. Noto. Chem. Soc. Rev. 37, 1666 (2008). (http://dx.doi.org/10.1039/b800704g)
  • 10a. R. Hagiwara, Y. Ito. J. Fluorine Chem. 105, 221 (2000). (http://dx.doi.org/10.1016/S0022-1139(99)00267-5)
  • 10b. S. Cadra-Broch, A. Berthod, D. W. Armstrong. Anal. Bioanal. Chem. 375, 191 (2003).
  • 10c. P. Bonhôte, A. P. Dias, N. Papageorgiu, K. Kalyanasundaram, M. Grätzel. Inorg. Chem. 35, 1168 (1996). (http://dx.doi.org/10.1021/ic951325x)
  • 11a. E. V. Dehmlov, S. S. Dehmlov. Phase Transfer Catalysis, 3rd ed., Verlag Chemie, Weinheim (1993).
  • 11b. C. Wheeler, K. N. West, C. L. Liotta, C. A. Eckert. Chem. Commun. 887 (2001). (http://dx.doi.org/10.1039/b101202a)
  • 11c. G. V. Kryshtal, G. M. Zhdankina, E. P. Serebryakov. Russ. J. Org. Chem., Engl. Transl. 30, 777 (1994).
  • 11d. R. Ballini, G. Bosica. Tetrahedron Lett. 37, 8027 (1996). (http://dx.doi.org/10.1016/0040-4039(96)01816-3)
  • 11e. F. Sirovsky, C. Reichardt, M. Gorokhova, S. Ruban, E. Stoikova. Tetrahedron 55, 6363 (1999). (http://dx.doi.org/10.1016/S0040-4020(99)00212-4)
  • 11f. F. Sirovsky, M. Gorokhova, S. Ruban. J. Mol. Catal. A 197, 213 (2003).
  • 11g. S. Jubia, A. Ginebreda. Synthesis 682 (1977).
  • 12. Ger. Offen. DE 3320544, Chem. Abstr. 101, 7482 (1984).
  • 13. Eur. Pat. Appl. EP 0194693, Chem. Abstr. 111, 5730 (1989).
  • 14. Eur. Pat. Appl. EP 110397, Chem. Abstr. 102, 6974 (1985).
  • 15. G. V. Kryshtal, G. M. Zhdankina, S. G. Zlotin. Eur. J. Org. Chem. 2822 (2005). (http://dx.doi.org/10.1002/ejoc.200400880)
  • 16. D. G. Diana, U. J. Salvador, E. S. Zalay, R. E. Johnson, J. C. Collins, D. Johnson, W. B. Hinshaw, R. R. Lorenz, W. N. Thielking, F. Pancic, J. Med. Chem. 20, 750 (1977). (http://dx.doi.org/10.1021/jm00216a003)
  • 17. S. G. Zlotin, A. V. Bogolyubov, G. V. Kryshtal, G. M. Zhdankina, M. I. Struchkova, V. A. Tartakovsky. Synthesis 3849 (2006). (http://dx.doi.org/10.1055/s-2006-950306)
  • 18. S. G. Zlotin, G. V. Kryshtal, G. M. Zhdankina, A. V. Bogolyubov, S. G. Postikova, V. A. Tartakovsky. Russ. Chem. Bull., Int. Ed. 56, 1487 (2007). (http://dx.doi.org/10.1007/s11172-007-0230-x)
  • 19a. U.S. Pat. US 3,991,086, Chem. Abstr. 86, 105925j (1977).
  • 19b. U.S. Pat. US 4,495,201, Chem. Abstr. 102, 172652e (1985).
  • 20. G. V. Kryshtal, G. M. Zhdankina, S. G. Zlotin. Eur. J. Org. Chem. 1777 (2008). (http://dx.doi.org/10.1002/ejoc.200701034)
  • 21a. M. Makosza, I. Krylova. Tetrahedron 55, 6395 (1999). (http://dx.doi.org/10.1016/S0040-4020(99)00215-X)
  • 21b. M. Makosza. In Phase-Transfer Catalysis: Mechanisms and Synthesis, M. E. Halpern (Ed.), ACS Symposium Series No. 659, p. 41, American Chemical Society, Washington, DC (1997).
  • 21c. C. L. Liotta, J. Berkner, J. Wright, B. Fair. In Phase-Transfer Catalysis: Mechanisms and Synthesis, M. E. Halpern (Ed.), ACS Symposium Series No. 659, p. 29, American Chemical Society, Washington, DC (1997).
  • 21d. S. S. Yufit, G. V. Kryshtal, I. A. Esikova. In Phase-Transfer Catalysis: Mechanisms and Synthesis, M. E. Halpern (Ed.), ACS Symposium Series No. 659, p. 52, American Chemical Society, Washington, DC (1997).
  • 22. S. Kucherenko, M. I. Struchkova, S. G. Zlotin. Eur. J. Org. Chem. 2000 (2006). (http://dx.doi.org/10.1002/ejoc.200500888)
  • 23. D. E. Siyutkin, A. S. Kucherenko, M. I. Struchkova, S. G. Zlotin. Tetrahedron Lett. 49, 1212 (2008). (http://dx.doi.org/10.1016/j.tetlet.2007.12.044)
  • 24. D. E. Siyutkin, A. S. Kucherenko, S. G. Zlotin. Tetrahedron 65, 1366 (2009). (http://dx.doi.org/10.1016/j.tet.2008.12.045)
  • 25. L. J. Whalen, C.-H. Wong. Aldrichim. Acta 39, 63 (2006).