4-Substituted prolines as organocatalysts for aldol reactions

Tetrahedron

Volumn 61, Issue 36, 2005, Pages 8669-8676

  Bellis, Evagelos ^a   Kokotos, George ^a  

^a UNIVERSITY OF ATHENS   (Greece)

Author keywords

4 Substituted proline; Aldol reactions; Amino acids; Asymmetric catalysis; Organocatalysts

Indexed keywords

4 CAMPHORSULFONYLOXYPROLINE; ORGANIC SOLVENT; PROLINE DERIVATIVE; UNCLASSIFIED DRUG;

ALDOL REACTION; ARTICLE; CATALYSIS; CATALYST; ENANTIOMER; PRIORITY JOURNAL; REACTION ANALYSIS; SOLUBILITY; STOICHIOMETRY;

EID: 23444453354     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.06.113     Document Type: Article

References (48)

1. For reviews see: (a) H. Gröger, and J. Wilken Angew. Chem., Int. Ed. 40 2001 529 532
2. E.R. Javro, and S.J. Miller Tetrahedron 58 2002 2481 2495
3. T.P. Yoon, and E.N. Jacobsen Science 299 2003 1691 1693
4. P.I. Dalko, and L. Moisan Angew. Chem., Int. Ed. 40 2001 3726 3748
5. P.I. Dalko, and L. Moisan Angew. Chem., Int. Ed. 43 2004 5138 5175
6. B. List, R.A. Lerner, and C.F. Barbas III J. Am. Chem. Soc. 122 2000 2395 2396
7. K. Sakthivel, W. Notz, T. Bui, and C.F. Barbas III J. Am. Chem. Soc. 123 2001 5260 5267
8. B. List, P. Pojarlief, and C. Castello Org. Lett. 3 2001 573 575
9. A. Córdova, W. Notz, and C.F. Barbas III Chem. Commun. 2002 3024 3025
10. A.B. Northrup, and D.W.C. MacMillan J. Am. Chem. Soc. 124 2002 6798 6799
11. For reviews see: (a) B. List Synlett 2001 1675 1686
12. B. List Tetrahedron 58 2002 5573 5590
13. A.S. Paraskar Synlett 2003 582 583
14. B. List, P. Pojarlief, W.T. Biller, and H.J. Martin J. Am. Chem. Soc. 124 2002 827 833
15. A. Córdova, and C.F. Barbas III Tetrahedron Lett. 44 2003 1923 1926
16. Y. Hayashi, W. Tsuboi, M. Shoji, and N. Suzuki J. Am. Chem. Soc. 125 2003 11208 11209
17. A. Córdova Chem. Eur. J. 10 2004 1987
18. For a review see: (e) A. Córdova Acc. Chem. Res. 37 2004 102 112
19. S. Hanessian, and V. Pham Org. Lett. 2 2000 2975 2978
20. B. List, P. Pojarliev, and H.J. Martin Org. Lett. 3 2001 2423 2425
21. J.M. Betancort, K. Sakthivel, R. Thayumanavan, and C.F. Barbas III Tetrahedron Lett. 42 2001 4441 4444
22. D. Enders, and A. Seki Synlett 2002 26 28
23. T. Bui, and C.F. Barbas III Tetrahedron Lett. 41 2000 6951 6954
24. A. Córdova, W. Notz, G. Zhong, J.M. Betancort, and C.F. Barbas J. Am. Chem. Soc. 124 2002 1842 1843
25. A. Córdova, S. Watanabe, F. Tanaka, W. Notz, and C.F. Barbas J. Am. Chem. Soc. 124 2002 1866 1867
26. B. List J. Am. Chem. Soc. 124 2002 5656 5657
27. N. Kumaragurubaran, K. Juhl, W. Zhuang, A. Bøgevig, and K.A. Jørgensen J. Am. Chem. Soc. 124 2002 6254 6255
28. A. Bøgevig, K. Juhl, N. Kumaragurubaran, W. Zhuang, and K.A. Jørgensen Angew. Chem., Int. Ed. 41 2002 1790 1793
29. For a review see: (d) R.O. Duthaler Angew. Chem., Int. Ed. 42 2003 975 978
30. S.P. Brown, M.P. Brochu, C.J. Sinz, and D.W.C. MacMillan J. Am. Chem. Soc. 125 2003 10808 10809
31. G. Zhong Angew. Chem., Int. Ed. 42 2003 4247 4250
32. Y. Hayashi, J. Yamaguchi, K. Hibino, and M. Shoji Tetrahedron Lett. 44 2003 8293 8296
33. Y. Hayashi, J. Yamaguchi, T. Sumiya, and M. Shoji Angew. Chem., Int. Ed. 43 2004 1112 1115
34. A. Córdova, H. Sundén, A. Bøgevig, M. Johansson, and F. Himo Chem. Eur. J. 10 2004 3673 3684
35. A. Bøgevig, H. Sundén, and A. Córdova Angew. Chem., Int. Ed. 43 2004 1109 1112
36. N. Vignola, and B. List J. Am. Chem. Soc. 126 2004 450 451
37. G. Kokotos, J.M. Padron, C. Noula, W.A. Gibbons, and V.S. Martin Tetrahedron: Asymmetry 7 1996 857 866
38. G. Kokotos, J.M. Padron, and V.S. Martin J. Org. Chem. 63 1998 3741 3744
39. J.M. Padron, G. Kokotos, T. Martin, T. Markidis, W.A. Gibbons, and V.S. Martin Tetrahedron: Asymmetry 9 1998 3381 3394
40. T. Markidis, and G. Kokotos J. Org. Chem. 67 2002 1685 1688
41. G. Kokotos, S. Kotsovolou, D.A. Six, V. Constantinou-Kokotou, C.C. Beltzner, and E.A. Dennis J. Med. Chem. 45 2002 2891 2893
42. E. Bellis, T. Markidis, and G. Kokotos Synthesis 2002 1359 1364
43. G. Kokotos, D.A. Six, V. Loukas, T. Smith, V. Constantinou-Kokotou, D. Hadjipavlou-Litina, S. Kotsovolou, A. Chiou, C.C. Beltzner, and E.A. Dennis J. Med. Chem. 47 2004 3615 3628
44. E. Müller, G. Péczely, R. Skoda-Földes, E. Takáks, G. Kokotos, E. Bellis, and L. Kollár Tetrahedron 61 2005 797 802
45. Presented in part at the '1st Hellenic Symposium on Organic Synthesis', Athens, 4-6 November; 2004.
46. Y. Hayashi, J. Yamaguchi, K. Hibino, T. Sumiya, T. Urushima, M. Shoji, D. Hashizume, and H. Koshino Adv. Synth. Catal. 346 2004 1435 1439
47. B. Neises, and W. Steglich Angew. Chem., Int. Ed. Engl. 17 1978 522 524
48. K. Tanaka, and H. Sawanishi Tetrahedron: Asymmetry 9 1998 71 77