Enantioselective Pd-catalysed allylation with BINOL-derived monodentate phosphite and phosphoramidite ligands

Journal of Molecular Catalysis A: Chemical

Volumn 231, Issue 1-2, 2005, Pages 255-260

  Gavrilov, K N ^a   Lyubimov, S E ^b   Zheglov, S V ^a   Benetsky, E B ^a   Davankov, V A ^b  

^a RYAZAN STATE UNIVERSITY   (Russian Federation)

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

Author keywords

Allylic substitution; Hydrogenation; Monodentate ligands

Indexed keywords

CATALYSTS; COMPLEXATION; HYDRATION; HYDROGENATION; PALLADIUM COMPOUNDS; PHOSPHORUS COMPOUNDS; POSITIVE IONS; REACTION KINETICS; RHODIUM COMPOUNDS; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

ALLYLATION; CATIONIC COMPLEXES; DIMETHYL ITACONATE; ENANTIOSELECTIVITY;

CATALYST ACTIVITY;

1,3 DIPHENYLALLYL ACETATE; 2,2' DIHYDROXY 1,1' BINAPHTHYL; ACETIC ACID DERIVATIVE; ALKENE; AMIDE; CARBON; CATION; DIMETHYLITACONATE; ITACONIC ACID; MALONIC ACID DERIVATIVE; MALONIC ACID DIMETHYL ESTER; NITROGEN; PALLADIUM COMPLEX; PHOSPHITE; PHOSPHORAMIDOUS ACID; PYRROLIDINE DERIVATIVE; RHODIUM DERIVATIVE; SODIUM 4 TOLUENE SULFINATE; SODIUM DIFORMYLAMIDE; SULFUR; TOLUENE SULFINATE; UNCLASSIFIED DRUG;

ALLYLATION; ARTICLE; CATALYSIS; CATALYST; COMPLEX FORMATION; ENANTIOSELECTIVITY; HYDROGENATION; SUBSTITUTION REACTION;

EID: 14844318513     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2005.01.023     Document Type: Article

References (33)

1. J. Ansell, and M. Wills Chem. Soc. Rev. 31 2002 259
2. A. Alexakis, and C. Benhaim Eur. J. Org. Chem. 2002 3221
3. O. Molt, and T. Schrader Synthesis 2002 2633
4. M. McCarthy, and P.J. Guiry Tetrahedron 57 2001 3809
5. K.N. Gavrilov, O.G. Bondarev, and A.I. Polosukhin Russ. Chem. Rev. 73 2004 671
6. B.M. Trost, and M.L. Crawley Chem. Rev. 103 2003 2921
7. M.T. Reetz, and G. Mehler Angew. Chem. Int. Ed. 39 2000 3889
8. M.T. Reetz, G. Mehler, A. Meiswinkel, and T. Sell Tetrahedron Lett. 43 2002 7941
9. M.T. Reetz, and G. Mehler Tetrahedron Lett. 44 2003 4593
10. I. Gergely, C. Hegedus, H. Gulyas, A. Szollosy, A. Monsees, T. Riermeier, and J. Bakos Tetrahedron: Asymmetry 14 2003 1087
11. M. van den Berg, A.J. Minnaard, E.P. Schudde, J. van Esch, A.H.M. de Vries, J.G. de Vries, and B.L. Feringa J. Am. Chem. Soc. 122 2000 11539
12. M. van den Berg, R.M. Haak, A.J. Minnaard, A.H.M. de Vries, J.G. de Vries, and B.L. Feringa Adv. Synth. Catal. 344 2002 1003
13. X. Jia, R. Guo, X. Li, X. Yao, and A.S.C. Chan Tetrahedron Lett. 43 2002 5541
14. G. Lipowsky, and G. Helmchen Chem. Commun. 2004 116
15. Y. Xu, N.W. Alcock, G.J. Clarkson, G. Docherty, G. Woodward, and M. Wills Org. Lett. 6 2004 4105
16. R.K. Thalji, J.A. Ellman, and R.G. Bergman J. Am. Chem. Soc. 126 2004 7192
17. K. Fuji, N. Kinoshita, K. Tanaka, and T. Kawabata Chem. Commun. 1999 2289
18. B. Bartels, and G. Helmchen Chem. Commun. 1999 741
19. V.N. Tsarev, S.E. Lyubimov, A.A. Shiryaev, S.V. Zheglov, O.G. Bondarev, V.A. Davankov, A.A. Kabro, S.K. Moiseev, V.N. Kalinin, and K.N. Gavrilov Eur. J. Org. Chem. 2004 2214
20. H. Kodama, T. Taiji, T. Ohta, and I. Furukawa Tetrahedron: Asymmetry 11 2000 4009
21. K.N. Gavrilov, O.G. Bondarev, V.N. Tsarev, A.A. Shyriaev, S.E. Lyubimov, A.S. Kucherenko, and V.A. Davankov Russ. Chem. Bull. 52 2003 122
22. D. Smyth, H. Tye, C. Eldred, N.W. Alcock, and M. Wills J. Chem. Soc., Perkin Trans. 1 2001 2840
23. Y. Wang, and K. Ding J. Org. Chem. 66 2001 3238
24. M.T. Reetz, and A. Gosberg Tetrahedron: Asymmetry 10 1999 2129
25. K.N. Gavrilov, O.G. Bondarev, R.V. Lebedev, A.I. Polosukhin, A.A. Shyryaev, S.E. Lyubimov, P.V. Petrovskii, S.K. Moiseev, V.N. Kalinin, N.S. Ikonnikov, V.A. Davankov, and A.V. Korostylev J. Organomet. Chem. 655 2002 204
26. G. Francio, C.G. Arena, F. Faraone, C. Graiff, M. Lanfranchi, and A. Tiripicchio Eur. J. Inorg. Chem. 1999 1219
27. J.C. Gramain, and R. Remuson Synthesis 1982 264
28. P.R. Auburn, P.B. McKenzie, and B. Bosnich J. Am. Chem. Soc. 107 1985 2033
29. A. Korostylev, A. Monsees, C. Fischer, and A. Borner Tetrahedron: Asymmetry 15 2004 1001
30. A. Marinetti, F. Labrue, B. Pons, S. Jus, L. Ricard, and J.-P. Genet Eur. J. Inorg. Chem. 2003 2583
31. S. Jeulin, S.D. de Paule, V. Ratovelomanana-Vidal, J.-P. Genet, N. Champion, and P. Dellis Angew. Chem. 116 2004 324
32. A.I. Polosukhin, A.I. Kovalevskii, and K.N. Gavrilov Russ. J. Coord. Chem. 25 1999 758
33. M.T. Reetz, H. Oka, and R. Goddard Synthesis 2003 1809