Efficient ruthenium-catalyzed α-alkylation of ketones using pyridyl methanols

Tetrahedron

Volumn 70, Issue 6, 2014, Pages 1193-1198

  Yan, Feng Xia ^b   Zhang, Min ^a   Wang, Xiao Ting ^b   Xie, Feng ^b   Chen, Meng Meng ^b   Jiang, Huanfeng ^a  

^a SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

^b JIANGNAN UNIVERSITY   (China)

Author keywords

Alkylation; Hydrogen borrowing; Ketones; Pyridyl methanols; Ruthenium

Indexed keywords

ACETOPHENONE; ALKENE; HYDROGEN; KETONE; METHANOL; REAGENT; RUTHENIUM;

ALKYLATION; ARTICLE; CATALYSIS; CATALYST; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; DECOMPOSITION; DEHYDROGENATION; HYDROGENATION; MELTING POINT; METHYLATION; PRIORITY JOURNAL; STOICHIOMETRY; SYNTHESIS;

EID: 84892791114     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2013.12.065     Document Type: Article

References (43)

1. G. Casiraghi, L. Battistini, C. Curti, G. Rassu, and F. Zanardi Chem. Rev. 111 2011 3076
2. C. Palomo, M. Oiarbide, and J.M. García Chem. Soc. Rev. 33 2004 65
3. P. Arya, and H. Qin Tetrahedron 56 2000 917
4. J. Mlynarski, and B. Gut Chem. Soc. Rev. 41 2012 587
5. P.H.Y. Cheong, C.Y. Legault, J.M. Um, N. Celebi-Olcum, and K.N. Houk Chem. Rev. 111 2011 5042
6. M.H.S.A. Hamid, P.A. Slatford, and J.M. Williams J. Adv. Synth. Catal. 349 2007 1555
7. T. Suzuki Chem. Rev. 111 2011 1825
8. G.E. Dobereiner, and R.H. Crabtree Chem. Rev. 110 2010 681
9. T.D. Nixon, M.K. Whittlesey, and J.M. Williams J. Dalton Trans. 2009 753
10. G. Guillena, D.J. Ramon, and M. Yus Angew. Chem., Int. Ed. 46 2007 2358
11. F. Shibahara, and M.J. Krische Chem. Lett. 37 2008 1102
12. K. Taguchi, H. Nakagawa, T. Hirabayashi, S. Sakaguchi, and Y. Ishii J. Am. Chem. Soc. 126 2004 72
13. K. Maede, Y. Obora, S. Sakaguchi, and Y. Ishii Bull. Chem. Soc. Jpn. 81 2008 689
14. M. Morita, Y. Obora, and Y. Ishii Chem. Commun. 2007 2850
15. Y. Iuchi, Y. Obora, and Y. Ishii J. Am. Chem. Soc. 132 2010 2536
16. C.S. Cho, B.T. Kim, T.-J. Kim, and S.C. Shim J. Org. Chem. 66 2001 9020
17. C.S. Cho, B.T. Kim, T.-J. Kim, and S.C. Shim Tetrahedron Lett. 43 2002 7987
18. C.S. Cho, B.T. Kim, T.-J. Kim, and S.C. Shim Organometallics 22 2003 3608
19. C.S. Cho, and S.C. Shim J. Organomet. Chem. 691 2006 4329
20. C.S. Cho J. Mol. Catal. A: Chem. 267 2007 49
21. C.S. Cho J. Mol. Catal. A: Chem. 240 2005 55
22. R. Martínez, G.J. Brand, D.J. Ramón, and M. Yus Tetrahedron Lett. 46 2005 3683
23. R. Martínez, D.J. Ramón, and M. Yus Tetrahedron 62 2006 8988
24. T. Kuwahara, T. Fukuyama, and I. Ryu Org. Lett. 14 2012 4703
25. K. Park Angew. Chem., Int. Ed. 44 2005 6913
26. Y.M.A. Yamada, and Y. Uozumi Org. Lett. 8 2006 1375
27. Y.M.A. Yamada, and Y. Uozumi Tetrahedron 63 2007 8492
28. X. Cui, Y. Zhang, F. Shi, and Y. Deng Chem. - Eur. J. 17 2011 1021
29. K.I. Shimizu, R. Sato, and A. Satsuma Angew. Chem., Int. Ed. 48 2009 3982
30. D. Balcells, A. Nova, E. Clot, D. Gnanamgari, R.H. Crabtree, and O. Eisenstein Organometallics 27 2008 2529
31. M. Zhang, H. Neumann, and M. Beller Angew. Chem., Int. Ed. 52 2013 597
32. M. Zhang, X.J. Fang, H. Neumann, and M. Beller J. Am. Chem. Soc. 135 2013 11384
33. M. Zhang, F. Xie, X.T. Wang, F.X. Yan, T. Wang, M.M. Chen, and Y.Q. Ding RSC Adv. 3 2013 6022
34. S. Bahn, S. Imm, L. Neubert, M. Zhang, H. Neumann, and M. Beller ChemCatChem 13 2011 1853
35. S. Imm, S. Bahn, M. Zhang, L. Neubert, H. Neumann, F. Klasovsky, J. Pfeffer, T. Haas, and M. Beller Angew. Chem., Int. Ed. 50 2011 7599
36. M. Zhang, S. Imm, S. Bahn, H. Neumann, and M. Beller Angew. Chem., Int. Ed. 50 2011 11197
37. A.E.W. Ledger, A. Moreno, C.E. Ellul, M.F. Mahon, P.S. Pregosin, M.K. Whittlesey, and J.M. Williams J. Inorg. Chem. 49 2010 7244
38. A.E.W. Ledger, M.F. Mahon, M.K. Whittlesey, and J.M. Williams J. Dalton Trans. 2009 6941
39. A.E.W. Ledger, P.A. Slatford, J.P. Lowe, M.F. Mahon, M.K. Whittlesey, and J.M. Williams J. Dalton Trans. 2009 716
40. A.E.W. Ledger, C.E. Ellul, M.F. Mahon, J.M.J. Williams, and M.K. Whittlesey Chem. - Eur. J. 17 2011 8704
41. M. Rueping, and L. Hubener Synlett 2011 1243
42. V. Boekelheide, and J.C. Godfrey J. Am. Chem. Soc. 75 1953 3679
43. A. Coskun, E. Deniz, and E.U. Akkaya Org. Lett. 7 2005 5187