Dysprosium(III) catalysis in organic synthesis

Tetrahedron

Volumn 68, Issue 8, 2012, Pages 2015-2026

  Veits, Gesine K ^a   Read De Alaniz, Javier ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Domino reactions; Dysprosium; Green chemistry; Lanthanide; Lewis acid

Indexed keywords

DYSPROSIUM; IONIC LIQUID; LANTHANIDE; LEWIS ACID;

ALKYLATION; CATALYSIS; CATALYST; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONFORMATIONAL TRANSITION; CYCLIZATION; DIELS ALDER REACTION; ENANTIOSELECTIVITY; FRIEDEL CRAFTS REACTION; MANNICH REACTION; PRIORITY JOURNAL; REACTION ANALYSIS; RECYCLING; REPRODUCIBILITY; REVIEW; SYNTHESIS;

EID: 84856504625     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2011.11.042     Document Type: Review

References (57)

1. H.B. Kagan, and J.L. Namy Tetrahedron 42 1986 6573 6614
2. G.A. Molander Chem. Rev. 92 1992 29 68
3. K. Mikami, M. Terada, and H. Matsuzawa Angew. Chem., Int. Ed. 41 2002 3554 3572
4. S. Kobayashi Eur. J. Org. Chem. 1999 15 27
5. S. Kobayashi Top. Organomet. Chem. 2 1999 63 118
6. R. Anwander Top. Organomet. Chem. 2 1999 1 61
7. C.C. Hinckley J. Am. Chem. Soc. 91 1969 5160 5162
8. S. Kobayashi Synlett 1994 689 701
9. P.G. Steel J. Chem. Soc., Perkin Trans. 1 2001 2727 2751
10. H. Tsuruta, K. Yamaguchi, and T. Imamoto Chem. Commun. 1999 1703 1704
11. C.G. Fortuna, G. Musumarra, M. Nardi, A. Procopio, G. Sindona, and S. Scir J. Chemom. 20 2006 418 424
12. D.R. Lide CRC Handbook of Chemistry and Physics 86th ed. 2005 CRC Boca Raton, FL
13. For a review about Friedel-Crafts alkylations, see: G.A. Olah, R. Krishnamurti, and G.K.S. Prakash B.M. Trost, I. Fleming, Comprehensive Organic Synthesis Vol. 3 1991 Pergamon Oxford 293 339
14. N. Mine, Y. Fujiwara, and H. Taniguchi Chem. Lett. 15 1986 357 360
15. E.F. Kleinman B.M. Trost, I. Flemming, Comprehensive Organic Synthesis Vol. 2 1991 Pergamon New York, NY 893 951
16. H. Heaney B.M. Trost, I. Flemming, Comprehensive Organic Synthesis Vol. 2 1991 Pergamon New York, NY 953 973
17. L.E. Overman, and D.J. Ricca B.M. Trost, I. Flemming, Comprehensive Organic Synthesis Vol. 2 1991 Pergamon New York, NY 1007 1046
18. H. Noda, S.H. Wiedemann, S. Matsunaga, and M. Shibasaki Chem. Lett. 37 2008 1180 1181
19. W. Li, Y. Ye, J. Zhang, and R. Fan Tetrahedron Lett. 50 2009 5536 5538
20. X. Yu, X. Yang, and J. Wu Org. Biomol. Chem. 7 2009 4526 4530
21. G.R. Humphrey, and J.T. Kuethe Chem. Rev. 106 2006 2875 2911
22. L.F. Tietze, and U. Beifuss Angew. Chem., Int. Ed. Engl. 32 1993 131 163
23. J.-C. Wasilke, S.J. Obrey, R.T. Baker, and G.C. Bazan Chem. Rev. 105 2005 1001 1020
24. W. Oppolzer B. Trost, I. Flemming, Comprehensive Organic Synthesis Vol. 5 1991 Pergamon New York, NY 315 401
25. W.R. Roush B. Trost, I. Flemming, Comprehensive Organic Synthesis Vol. 5 1991 Pergamon New York, NY 513 551
26. V.V. Kouznetsov Tetrahedron 65 2009 2721 2750
27. S. Kobayashi, H. Ishitani, and S. Nagayama Synthesis 1995 1195 1202
28. R.A. Batey, P.D. Simoncic, D. Lin, R.P. Smyj, and A.J. Lough Chem. Commun. 1999 651 652
29. D.A. Powell, and R.A. Batey Org. Lett. 4 2002 2913 2916
30. R.A. Batey, D.A. Powell, A. Acton, and A.J. Lough Tetrahedron Lett. 42 2001 7935 7939
31. S. Kobayashi, and S. Nagayama J. Am. Chem. Soc. 118 1996 8977 8978
32. D. Cheng, J. Zhou, E. Saiah, and G. Beaton Org. Lett. 4 2002 4411 4414
33. D.A. Powell, and R.A. Batey Tetrahedron Lett. 44 2003 7569 7573
34. M.A. Tius Eur. J. Org. Chem. 2005 2193 2206
35. H. Pellissier Tetrahedron 61 2005 6479 6517
36. A.J. Frontier, and C. Collison Tetrahedron 61 2005 7577 7606
37. S.-W. Li, and R.A. Batey Chem. Commun. 2007 3759 3761
38. G.K. Veits, D.R. Wenz, and J. Read de Alaniz Angew. Chem., Int. Ed. 49 2010 9484 9487
39. G. Piancatelli, A. Scettri, and S. Barbadoro Tetrahedron Lett. 17 1976 3555 3558
40. P.E. Finke, L.C. Meurer, D.A. Levorse, S.G. Mills, M. MacCoss, S. Sadowski, M.A. Cascieri, K.-L. Tsao, G.G. Chicchi, J.M. Metzger, and D.E. MacIntyre Bioorg. Med. Chem. Lett. 16 2006 4497 4503
41. L.C. Meurer, P.E. Finke, K.A. Owens, N.N. Tsou, R.G. Ball, S.G. Mills, M. MacCoss, S. Sadowski, M.A. Cascieri, K.-L. Tsao, G.G. Chicchi, L.A. Egger, S. Luell, J.M. Metzger, D.E. MacIntyre, N.M.J. Rupniak, A.R. Williams, and R.J. Hargreaves Bioorg. Med. Chem. Lett. 16 2006 4504 4511
42. L.I. Palmer, and J. Read de Alaniz Angew. Chem., Int. Ed. 50 2011 7167 7170
43. S. Sasaki, T. Yamauchi, and K. Higashiyama Tetrahedron Lett. 51 2010 2326 2328
44. L. Mei, K.Y. Ping, L.X. Xuan, Y. Hao, H.K. Liang, and J. Ying Synth. Commun. 36 2006 2483 2490
45. J.S. Yadav, B.V.S. Reddy, R. Jain, and C.S. Reddy Tetrahedron Lett. 48 2007 3295 3298
46. S. Kobayashi Chem. Lett. 12 1991 2187 2190
47. S. Kobayashi, and I. Hachiya J. Org. Chem. 59 1994 3590 3596
48. D. Chen, L. Yu, and P.G. Wang Tetrahedron Lett. 37 1996 4467 4470
49. W. Xie, K.M. Bloomfield, Y. Jin, N.Y. Dolney, and P.G. Wang Synlett 1999 498 500
50. R. Chen, and C. Qian Synth. Commun. 32 2002 2543 2548
51. For a review about green chemistry, see: R.A. Sheldon, I. Arends, and U. Hanefeld Green Chemistry and Catalysis 2007 Wiley-VCH Weinheim
52. A.-V. Mudring, and S. Tang Eur. J. Inorg. Chem. 2010 2569 2581
53. J.P. Hallett, and T. Welton Chem. Rev. 111 2011 3508 3576
54. J.S. Yadav, B.V.S. Reddy, and J.S.S. Reddy J. Chem. Soc., Perkin Trans. 1 2002 2390 2394
55. B. Fraser-Reid Acc. Chem. Res. 18 1985 347 354
56. B.J. Dorgan, and R.F.W. Jackson Synlett 1996 859 861
57. X. Mi, S. Luo, J. He, and J.-P. Cheng Tetrahedron Lett. 45 2004 4567 4570