Discovery of indium complexes as water-tolerant Lewis acids

Chemical Communications

Volumn , Issue 26, 2006, Pages 2739-2749

  Loh, Teck Peng ^a,b,c   Chua, Guan Leong ^a  

^a Nanyang Technological University   (Singapore)

^b NANYANG TECHNOLOGICAL UNIVERSITY   (Singapore)

^c NANYANG TECHNOLOGICAL UNIVERSITY   (Singapore)

Author keywords

[No Author keywords available]

Indexed keywords

INDIUM; LEWIS ACID;

AIR; ALDOL REACTION; ALLYLATION; ASYMMETRIC CATALYSIS; CHEMICAL BOND; CHEMICAL REACTION; CHIRALITY; COMPLEX FORMATION; CYCLIZATION; DIELS ALDER REACTION; MANNICH REACTION; MOISTURE; QUANTUM YIELD; REACTION ANALYSIS; REVIEW;

EID: 33745492150     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b600568n     Document Type: Review

References (92)

1. T.-P. Loh and G.-L. Chua, in Advances in Organic Synthesis, ed., Atta-ur-Rahman and G. Jenner,, Bentham Science Publishers Ltd, The Netherlands, 2005, vol. 1, p. 173
2. C.-J. Li Chem. Rev. 2005 105 3095
3. S. Kobayashi S. Nagayama T. Busujima J. Am. Chem. Soc. 1998 120 8287 8288
4. B. C. Ranu Eur. J. Org. Chem. 2002 2347
5. C. G. Frost J. P. Hartley Mini-Rev. Org. Chem. 2004 1 1
6. S. Kobayashi Chem. Lett. 1991 2187
7. S. Kobayashi M. Sugiura H. Kitagawa W. W.-L. Lam Chem. Rev. 2002 102 2227
8. C.-J. Li T.-H. Chan Tetrahedron Lett. 1991 32 7017
9. R. Wang C.-M. Lim C.-H. Tan T.-P. Loh Tetrahedron: Asymmetry 1995 6 1825
10. T.-P. Loh R.-B. Wang K.-L. Tan K.-Y. Sim Main Group Met. Chem. 1997 20 237
11. J. A. Marshall K. W. Hinkle J. Org. Chem. 1995 60 1920
12. M. Yasuda T. Miyai I. Shibata A. Baba Tetrahedron Lett. 1995 36 9497
13. X.-R. Li T.-P. Loh Tetrahedron: Asymmetry 1996 7 1535
14. J. A. Marshall K. W. Hinkle J. Org. Chem. 1995 60 1920
15. W. Schmid G. M. Whitesides J. Am. Chem. Soc. 1991 113 6674
16. L. A. Paquette T. M. Thomas J. Am. Chem. Soc. 1996 118 1931
17. Organofluorine Chemistry, ed., R. E. Banks,,, B. E. Smart, and, J. C. Tatlow,, Plenum Press, New York and London, 1993
18. T.-P. Loh X.-R. Li Angew. Chem., Int. Ed. Engl. 1997 36 980
19. S. Juan Z.-H. Hao S. Qi S.-J. Jin T.-P. Loh Synlett 2004 829
20. J. Lu S.-J. Ji R. Qian J.-P. Chen Y. Liu T.-P. Loh Synlett 2004 534
21. C. H. Heathcock, in Asymmetric Synthesis. Stereodifferentiating Reactions, Part B., ed., J. D. Morrison,, AP, New York, 1984, vol. 3, p. 111
22. T. Mukaiyama K. Narasaka T. Banno Chem. Lett. 1973 1011
23. T. Mukaiyama T. Banno K. Narasaka J. Am. Chem. Soc. 1974 96 7503
24. T. Mukaiyama Org. React. 1982 28 203
25. T. Mukaiyama Aldrichimica Acta 1996 29 59
26. S. Kobayashi I. Hachiya J. Org. Chem. 1994 59 3590
27. S. Kobayashi Chem. Lett. 1991 2187
28. A. Graven M. Grotli M. Meldal J. Chem. Soc., Perkin Trans. 1 2000 955
29. M. T. Reetz D. Giebel Angew. Chem., Int. Ed. 2000 39 2498
30. Y. Mori K. Manabe S. Kobayashi Angew. Chem., Int. Ed. 2001 40 2815
31. T. Nakagawa H. Fujisawa T. Mukaiyama Chem. Lett. 2003 32 696
32. O. Munoz-Muniz M. Quintanar-Audelo E. Juaristi J. Org. Chem. 2003 68 1622
33. N. Aoyama K. Manabe S. Kobayashi Chem. Lett. 2004 33 312
34. T. Mukaiyama T. Ohno J.-S. Han S. Kobayashi Chem. Lett. 1991 949
35. C. Scolastico E. Conca L. Prati G. Guanti L. Banfi A. Berti P. Farina V. Valcari Synthesis 1985 850
36. T.-P. Loh J. Pei G.-Q. Cao Chem. Commun. 1996 1819
37. T.-P. Loh J. Pei K. S.-V. Koh G.-Q. Cao X.-R. Li Tetrahedron Lett. 1997 38 3465
38. T.-P. Loh G.-L. Chua J. J. Vittal M.-W. Wong Chem. Commun. 1998 861
39. T.-P. Loh J.-M. Huang S.-H. Goh J. J. Vittal Org. Lett. 2000 2 1291
40. H. F. Chow D. Seebach Helv. Chim. Acta 1986 69 604
41. D. A. Evans D. A. Rieger M. T. Bilodeau F. Urpi J. Am. Chem. Soc. 1991 113 1047
42. R. Mahrwald B. Gundogan J. Am. Chem. Soc. 1998 120 413
43. M. Nakagawa H. Nakao K. Watanabe Chem. Lett. 1985 391
44. P. T. Bounura K. G. Rosauer L. Dai Tetrahedron Lett. 1995 26 4009
45. T. Dewa T. Saiki Y. Aoyama J. Am. Chem. Soc. 2001 123 502
46. T. Darbre M. Machuqueiro Chem. Commun. 2003 1090
47. T.-P. Loh L.-L. Wei L.-C. Feng Synlett 1999 1059
48. T.-P. Loh L.-C. Feng L.-L. Wei Tetrahedron 2001 57 4231
49. T.-P. Loh X.-R. Li Tetrahedron 1999 55 5611
50. G. M. Coppola and H. F. Schuster, in α-Hydroxy Acids in Enantioselective Synthesis, VCH, Germany, 1997
51. N. Risch M. Arend B. Westermann Angew. Chem., Int. Ed. 1998 37 1044
52. T.-P. Loh L.-L. Wei Tetrahedron Lett. 1998 39 323
53. T.-P. Loh S. B. K. W. Liung K.-L. Tan L.-L. Wei Tetrahedron 2000 56 3227
54. T.-P. Loh S.-L. Chen Org. Lett. 2002 4 3647
55. S.-L. Chen S.-J. Ji T.-P. Loh Tetrahedron Lett. 2003 44 2405
56. R. Breslow Acc. Chem. Res. 1991 24 159
57. R. Breslow Acc. Chem. Res. 2004 37 471
58. T.-P. Loh J. Pei M. Lin Chem. Commun. 1996 2315
59. D. A. Evans K. T. Chapman J. Bisha J. Am. Chem. Soc. 1988 110 1238
60. T.-P. Loh L.-L. Wei Synlett 1998 975
61. T.-P. Loh L.-L. Wei Tetrahedron 1998 54 7615
62. D. A. Evans J. M. Hoffman L. K. Truesdale J. Am. Chem. Soc. 1973 95 5822
63. D. A. Evans G. L. Carroll L. K. Truesdale J. Org. Chem. 1974 39 914
64. T.-P. Loh K.-C. Xu D. S.-C. Ho K.-Y. Sim Synlett 1998 369
65. D. R. Adams S. P. Bhatnagar Synthesis 1977 61
66. J. Yang G. S. Viswanathan C. J. Li Tetrahedron Lett. 1999 40 1627
67. C. C. K. Keh V. V. Namboodiri R. S. Varma C. J. Li Tetrahedron Lett. 2002 43 4993
68. C. C. K. Keh C. J. Li Green Chem. 2003 5 80
69. Y. S. Cho H. Y. Kim J. H. Cha A. N. Pae H. Y. Koh J. H. Choi M. H. Chang Org. Lett. 2002 4 2025
70. D. L. Aubele C. A. Lee P. E. Floreancig Org. Lett. 2003 5 4521
71. K.-P. Chan T.-P. Loh Tetrahedron Lett. 2004 45 8387
72. T.-P. Loh J.-R. Zhou Z. Yin Org. Lett. 1999 1 1855
73. T.-P. Loh J.-R. Zhou X.-R. Li Tetrahedron Lett. 1999 40 9333
74. T.-P. Loh J.-R. Zhou Tetrahedron Lett. 1999 40 9115
75. T.-P. Loh J.-R. Zhou Tetrahedron Lett. 2000 41 5261
76. R. Fornasier F. Marcuzzi D. Marton Main Group Met. Chem. 1998 21 65
77. A. Cunningham S. Woodward Synlett 2002 43
78. S. Kobayashi N. Aoyama K. Manabe Chirality 2003 15 124
79. S. Singh S. Kumar S. S. Chimni Tetrahedron: Asymmetry 2002 13 2679
80. Y.-C. Teo K.-T. Tan T.-P. Loh Chem. Commun. 2005 1318
81. Y.-C. Teo E.-L. Goh T.-P. Loh Tetrahedron Lett. 2005 46 6209
82. J.-K. Kim K. M. Waltz L. F. Garcia D. Kwiatkowski P. J. Walsh J. Am. Chem. Soc. 2004 126 12580
83. R. Wada K. Oisaki M. Kannai M. Shibasaki J. Am. Chem. Soc. 2004 125 8910
84. K. Satoshi M. Keiji Chirality 2003 15 68
85. K. M. Waltz J. Gavenois P. Walsh Angew. Chem., Int. Ed. 2002 41 3697
86. A. Cunningham S. Woodward Synlett 2002 43
87. S. Yamasaki K. Fujii R. Wada M. Kannai M. Shibasaki J. Am. Chem. Soc. 2002 124 6536
88. H. Hanawa S. Kii K. Maruoka Adv. Synth. Catal. 2001 1 57
89. Y.-C. Teo J.-D. Goh T.-P. Loh Org. Lett. 2005 7 2743
90. E. J. Corey Angew. Chem., Int. Ed. 2002 41 1650
91. D. A. Evans and J. S. Johnson, in Comprehensive Asymmetric Catalysis, ed., E. N. Jacobson,,, A. Pfaltz, and, H. Yamamoto,, Springer, Berlin, 1999, vol. 3, p. 1177
92. Y.-C. Teo T.-P. Loh Org. Lett. 2005 7 2539