CuCN catalyzed one pot synthesis of γ-keto diesters: Domino double Michael addition followed by Nef reaction

Tetrahedron Letters

Volumn 53, Issue 26, 2012, Pages 3305-3309

  Farooq, Saleem ^a   Sangwan, Payare L ^a   Aleti, Rajeshwar R ^a   Chinthakindi, Praveen K ^a   Qurishi, Mushtaq A ^b   Koul, Surrinder ^a  

^a CSIR INDIAN INSTITUTE OF INTEGRATIVE MEDICINE   (India)

^b UNIVERSITY OF KASHMIR   (India)

Author keywords

Keto diesters; Copper cyanide; Michael reaction; Nef reaction

Indexed keywords

ACRYLIC ACID DERIVATIVE; BASE; CARBONIC ACID DERIVATIVE; CESIUM CARBONATE; COPPER CYANIDE; COPPER DERIVATIVE; DIMETHYL SULFOXIDE; ESTER; KETONE DERIVATIVE; NITROMETHANE; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; MICHAEL ADDITION; NEF REACTION; ONE POT SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; REACTION OPTIMIZATION; REACTION TIME; TEMPERATURE;

EID: 84861531087     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.04.071     Document Type: Article

References (22)

1. H. Jiang, H. Huang, H. Cao, and C. Qi Org. Lett. 12 2010 5561 5563
2. C.W. Huh, G.K. Somal, C.E. Katz, H. Pei, Y. Zeng, J.T. Douglas, and J. Aub J. Org. Chem. 74 2009 7618 7626
3. G. Appendino, G. Cravotto, A. Minassi, and G. Palmisano Eur. J. Org. Chem. 2001 3711 3717
4. K.C. Nicolaou, P.G. Bulger, and D. Sarlah Angew. Chem. 44 2005 4442 4489
5. E.J. Corey Angew. Chem. 30 1991 455 465
6. R. Ballini, and M. Petrini Tetrahedron 60 2004 1017 1047
7. R. Ballini, D. Fiorini, and A. Palmieri Tetrahedron Lett. 45 2004 7027 7029
8. R. Ballini, L. Barboni, and G. Giarlo J. Org. Chem. 68 2003 9173 9176
9. F.A. Luzzio Tetrahedron 57 2001 915 945
10. P. Perlmutter Conjugate Addition Reactions in Organic Synthesis 1992 Pergamon Press Oxford
11. R. Ballini, M. Petrini, and G. Rosini Molecules 13 2008 319 330
12. M.A. Brimble, and A.F. Fares Tetrahedron 55 1999 7661 7706
13. S. Rodriguez, and P. Wipf Synthesis 2004 2767 2783
14. K.T. Mead, and B.N. Brewer Curr. Org. Chem. 7 2003 227 256
15. W. Franke, and W. Kitching Curr. Org. Chem. 5 2001 233 251
16. J.E. Aho, P.M. Pihko, and T.K. Rissa Chem. Rev. 105 2005 4406 4440
17. S. Rodriguez, and P. Wipf Synthesis 2004 2767 2783
18. K.T. Mead, and B.N. Brewer Curr. Org. Chem. 7 2003 227 256
19. S. Aoki, E. Nakamura, and I. Kuwajima Tetrahedron Lett. 29 1988 1541 1542
20. S. Aoki, and E. Nakamura Tetrahedron 47 1991 3935 3946
21. P.J. Stang, M. Hanack, and R. Subramanian Synthesis 2 1982 85 126
22. R. Ballini, G. Bosica, D. Fiorini, and M. Petrini Tetrahedron Lett. 43 2002 5233 5235