Synthesis and evaluation of P-chirogenic monodentate binaphthyl phosphines

Tetrahedron Letters

Volumn 53, Issue 45, 2012, Pages 5984-5986

  Duclos, Marie Christine ^a   Singjunla, Yuttapong ^a   Petit, Christelle ^a   Favre Réguillon, Alain ^a   Jeanneau, Erwann ^b   Popowycz, Florence ^a   Métay, Estelle ^a   Lemaire, Marc ^a  

^a UNIVERSITÉ LYON 1   (France)

^b UNIVERSITÉ LYON 1   (France)

Author keywords

Catalysis; Hydrosilylation; P chirogenic; Phosphine; TMDS

Indexed keywords

P CHIROGENIC MONODENTATE BINAPHTHYL PHOSPHINE DERIVATIVE; PHOSPHINE DERIVATIVE; PHOSPHINE OXIDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; REDUCTION; SYNTHESIS;

EID: 84867264461     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.07.136     Document Type: Article

References (41)

1. H.B. Kagan, and P. Dang Tuan J. Am. Chem. Soc. 94 1972 6429 6433
2. W.S. Knowles, and M.J. Sabacky Chem. Commun. 1968 1445 1446
3. B.D. Vineyard, W.S. Knowles, M.J. Sabacky, G.L. Bachman, and D.J. Weinkauff J. Am. Chem. Soc. 99 1977 5946 5952
4. A. Miyashita, A. Yasuda, H. Takaya, K. Toriumi, T. Ito, T. Souchi, and R. Noyori J. Am. Chem. Soc. 102 1980 7932 7934
5. A. Miyashita, H. Takaya, T. Souchi, and R. Noyori Tetrahedron: Asymmetry 40 1984 1245 1253
6. H.U. Blaser, and E. Schmidt Asymmetric Catalysis on Industrial Scale 2004 WILEY-VCH Verlag GmbH & Co, KGaA Weinheim, Germany
7. J.-P. Genêt Acc. Chem. Res. 36 2003 908 918
8. A. Börner Phosphorus Ligands in Asymmetric Catalysis: Synthesis and Applications 2008 WILEY-VCH Verlag GmbH & Co, KGaA Weinheim, Germany
9. Arnald Grabulosa P-Stereogenic Ligands in Enantioselective Catalysis 2011 Royal Society of Chemistry
10. T. Hayashi Acc. Chem. Res. 33 2000 354 362
11. K.V.L. Crepy, and T. Imamoto Adv. Synth. Catal. 345 2003 79 101
12. N. Vinokurov, K.M. Pietrusiewicz, and H. Butenschoen Tetrahedron: Asymmetry 20 2009 1081 1085
13. T. Imamoto, Y. Saitoh, A. Koide, T. Ogura, and K. Yoshida Angew. Chem., Int. Ed. 46 2007 8636 8639
14. S. Trudeau, and J.P. Morken Tetrahedron 62 2006 11470 11476
15. O. Korpiun, R.A. Lewis, J. Chickos, and K.J. Mislow Am. Chem. Soc. 90 1968 4842 4846
16. T. Imamoto, T. Oshiki, T. Onozawa, T. Kusumoto, and K. Sato J. Am. Chem. Soc. 112 1990 5244 5252
17. A. Ohashi, S.-I. Kikuchi, M. Yasutake, and T. Imamoto Eur. J. Org. Chem. 2002 2535 2546
18. S. Jugé, M. Stephan, J.A. Laffitte, and J.P. Genêt Tetrahedron Lett. 31 1990 6357 6360
19. E.B. Kaloun, R. Merdes, J.P. Genêt, J. Uziel, and S. Jugé J. Organomet. Chem. 529 1997 455 463
20. J.V. Carey, M.D. Barker, J.M. Brown, and M.J.H. Russell J. Chem. Soc., Perkin Trans. 1 1993 831 839
21. J.M. Brown, J.V. Carey, and M.J.H. Russell Tetrahedron: Asymmetry 46 1990 4877 4886
22. A.R. Muci, K.R. Campos, and D.A. Evans J. Am. Chem. Soc. 117 1995 9075 9076
23. M. Jahjah, R. Jahjah, S. Pellet-Rostaing, and M. Lemaire Tetrahedron: Asymmetry 18 2007 1224 1232
24. C. Petit, A. Favre-Réguillon, and M. Lemaire Green Chem. 12 2010 326 330
25. Volland, M.; Seitz, V.; Maase, M.; Flores, M.; Papp, R.; Sonne, K.; Stegmenn, V.; Halbritter, K.; Noe, R.; Bartsch, M.; Siegel, W.; Becker, M.; Huttenloch, O. WO03/062251A1, 2003.
26. D. Cai, J.F. Payack, D.R. Bender, D.L. Hughes, T.R. Verhoeven, and P.J. Reider Org. Synth. 76 1999 6 11
27. V. Fehring, R. Kadyrov, M. Ludwig, J. Holz, K. Haage, and R. Selke J. Organomet. Chem. 621 2001 120 129
28. C.A. Busacca, J.C. Lorenz, N. Grinberg, N. Haddad, M. Hrapchak, B. Latli, H. Lee, P. Sabila, A. Saha, M. Sarvestani, S. Shen, R. Varsolona, X. Wei, and C.H. Senanayake Org. Lett. 7 2005 4277 4280
29. M. Stankevic, and K.M. Pietrusiewicz Synlett 2003 1012 1016
30. L. McKinstry, and T. Livinghouse Tetrahedron 50 1994 6145 6154
31. X. Dong, and C. Erkey J. Mol. Catal. A: Chem. 211 2004 73 81
32. N.J. Kerrigan, E.C. Dunne, D. Cunningham, P. McArdle, K. Gilligan, and D.G. Gilheany Tetrahedron Lett. 44 2003 8461 8465
33. L.J. Higham, E.F. Clarke, H. Müller-Bunz, and D.G. Gilheany J. Organomet. Chem. 690 2005 211 219
34. M. Berthod, A. Favre-Réguillon, M. Jahjah, G. Mignani, G. Docherty, and M. Lemaire Synlett 2007 1545 1548
35. C. Petit, A. Favre-Réguillon, B. Albela, L. Bonneviot, G. Mignani, and M. Lemaire Organometallics 28 2009 6379 6382
36. L. Pehlivan, E. Métay, S. Laval, W. Dayoub, P. Demonchaux, G. Mignani, and M. Lemaire Tetrahedron Lett. 51 2010 1939 1941
37. Y. Shi, W. Dayoub, G.-R. Chen, and M. Lemaire Tetrahedron Lett. 52 2011 1281 1283
38. L. Pehlivan, E. Métay, S. Laval, W. Dayoub, P. Demonchaux, G. Mignani, and M. Lemaire Tetrahedron: Asymmetry 67 2011 1971 1976
39. J.W. Han, and T. Hayashi Tetrahedron: Asymmetry 21 2010 2193 2197
40. T. Hayashi Catal. Today 62 2000 3 15
41. P. Kocovsky, S. Vyskocil, and M. Smrcina Chem. Rev. 103 2003 3213 3246