Search for ideal P-chiral phosphorus ligands for practical asymmetric hydrogenation and asymmetric Suzuki-Miyaura coupling

Synlett

Volumn 24, Issue 19, 2013, Pages 2465-2471

  Liu, Guodu ^a   Xu, Guangqing ^a   Luo, Renshi ^a   Tang, Wenjun ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

asymmetric catalysis; cross coupling; hydrogenation; P chiral phosphorus ligands

Indexed keywords

LIGAND; PHOSPHOLE DERIVATIVE; PHOSPHORUS;

ARTICLE; ASYMMETRIC CATALYSIS; CHEMICAL STRUCTURE; CHIRALITY; CONFORMATION; CROSS COUPLING REACTION; ELECTRON; HYDROGENATION; PHYSICAL CHEMISTRY; SUZUKI REACTION;

EID: 84884337449     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0033-1339875     Document Type: Article

References (48)

1. Comprehensive Asymmetric Catalysis. Vol. 1-3 Jacobsen E. N., Pfaltz A., Yamamoto H. Springer Berlin: 1999
2. Catalytic Asymmetric Synthesis. Ojima I. Wiley-VCH New York: 2010; 3rd ed.
3. Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions. Blaser H. U., Federsel H. H. Wiley-VCH Weinheim: 2010; 2nd ed
4. Privileged Chiral Ligands and Catalysts. Zhou Q.-L. Wiley-VCH Weinheim: 2011
5. Phosphorus Ligands in Asymmetric Catalysis: Synthesis and Applications. Börner A. Wiley-VCH Weinheim: 2008
6. Tang W., Zhang X. Chem. Rev.: 2003; 103 3029
7. Knowles W. S., Sabacky M. J., Vineyard B. D. Chem. Commun.: 1972; 10
8. Vineyard B. D., Knowles W. S., Sabacky M. J., Bachman G. L., Weinkauff O. J. J. Am. Chem. Soc.: 1977; 99 5946
9. Knowles W. S. Angew. Chem. Int. Ed.: 2002; 41 1998
10. Tang W., Zhang X. Angew. Chem. Int. Ed.: 2002; 41 1612
11. Lennon I. C. Chem. Today: 2010; 28 46
12. Imamoto T., Sugita K., Yoshida K. J. Am. Chem. Soc.: 2005; 127 11934
13. Imamoto T., Tamura K., Zhang Z., Horiuchi Y., Sugiya M., Yoshida K., Yanagisawa A., Gridnev I. D. J. Am. Chem. Soc.: 2012; 134 1754
14. Fu G. C. Acc. Chem. Res.: 2008; 41 1555
15. Martin R., Buchwald S. L. Acc. Chem. Res.: 2008; 41 1461
16. Tang W., Qu B., Capacci A. G., Rodriguez S., Wei X., Haddad N., Narayanan B., Ma S., Grinberg N., Yee N. K., Krishnamurthy D., Senanayake C. H. Org. Lett.: 2010; 12 176
17. Tang W., Capacci A. G., White A., Ma S., Rodriguez S., Qu B., Savoie J., Patel N. D., Wei X., Haddad N., Grinberg N., Yee N. K., Krishnamurthy D., Senanayake C. H. Org. Lett.: 2010; 12 1104
18. Tang W., Capacci A. G., Wei X., Li W., White A., Patel N. D., Savoie J., Gao J. J., Rodriguez S., Qu B., Haddad N., Lu B. Z., Krishnamurthy D., Yee N. K., Senanayake C. H. Angew. Chem. Int. Ed.: 2010; 49 5879
19. Rodriguez S., Qu B., Haddad N., Reeves D., Tang W., Krishnamurthy D., Senanayake C. H. Adv. Synth. Catal.: 2011; 353 533
20. Tang W., Keshipeddy S., Zhang Y., Wei X., Savoie J., Patel N. D., Yee N. K., Senanayake C. H. Org. Lett.: 2011; 13 1366
21. Bentley K. W. Nat. Prod. Rep.: 2001; 18 148
22. Bringmann G., Gulder T., Gulder T. A. M, Breuning M. Chem. Rev.: 2011; 111 563
23. Barnes B. Formoterol, A New Generation of Beta - 2 - agonist. Hogrefe and Huber Toronto: 1991
24. Roehrborn C. G., Siami P., Barkin J., Damião R., Major-Walker K., Morrill B., Montorsi F. J. Urol.: 2008; 179 616
25. Pharm D. Q., Nogid A. Clin. Ther.: 2008; 30 813
26. Yoshida M., Homma Y., Kawabe K. Expert Opin. Invest. Drugs: 2007; 16 1955
27. Hayashi T., Hayashizaki K., Kiyoi T., Ito Y. J. Am. Chem. Soc.: 1988; 110 8153
28. Hayashi T., Niizuma S., Kamikawa T., Suzuki N., Uozumi Y. J. Am. Chem. Soc.: 1995; 117 9101
29. Yin J. J., Buchwald S. L. J. Am. Chem. Soc.: 2000; 122 12051
30. Shen X., Jones G. O., Watson D. A., Bhayana B., Buchwald S. L. J. Am. Chem. Soc.: 2010; 132 11278
31. Cammidge A. N., Crépy K. V. L. Chem. Commun.: 2000; 1723
32. Cammidge A. N., Crépy K. V. L. Tetrahedron: 2004; 60 4377
33. Bermejo A., Ros A., Fernández R., Lassaletta J. M. J. Am. Chem. Soc.: 2008; 130 15798
34. Uozumi Y., Matsuura Y., Arakawa T., Yamada Y. M. A. Angew. Chem. Int. Ed.: 2009; 48 2708
35. Sawai K., Tatumi R., Nakahodo T., Fujihara H. Angew. Chem. Int. Ed.: 2008; 47 6917
36. Zhang S.-S, Wang Z. Q., Xu M.-H, Lin G.-Q. Org. Lett.: 2010; 12 5546
37. Genov M., Almorin A., Espinet P. Chem. Eur. J.: 2006; 12 9346
38. Yamamoto T., Akai Y., Nagata Y., Suginome M. Angew. Chem. Int. Ed.: 2011; 50 8844
39. Wang S., Li J., Miao T., Wu W., Li Q., Zhuang Y., Zhou Z., Qiu L. Org. Lett.: 2012; 14 1966
40. Bringnann G., Gulder T., Gulder T. A. M, Breuning M. Chem. Rev.: 2011; 111 563
41. Chang J., Reiner J., Xie J. Chem. Rev.: 2005; 105 4581
42. Cozzi F., Cinquini M., Annuziata R., Siegel J. S. J. Am. Chem. Soc.: 1993; 115 5330
43. Chen C.-T, Siegel J. S. J. Am. Chem. Soc.: 1994; 116 5959
44. Pace C. J., Gao J. Acc. Chem. Res.: 2013; 46 907
45. Dougherty D. A. Acc. Chem. Res.: 2013; 46 885
46. Ma J. C., Dougherty D. A. Chem. Rev.: 1997; 97 1303
47. Luo R., Li K., Hu Y., Tang W. Adv. Synth. Catal.: 2013; 355 1297
48. Li K., Hu N., Luo R., Yuan W., Tang W. J. Org. Chem.: 2013; 78 6350