Chalcogenides as organocatalysts

Chemical Reviews

Volumn 107, Issue 12, 2007, Pages 5841-5883

  McGarrigle, Eoghan M ^a   Myers, Eddie L ^a,b   Illa, Ona ^a   Shaw, Michael A ^a   Riches, Samantha L ^a   Aggarwal, Varinder K ^a  

^a UNIVERSITY OF BRISTOL   (United Kingdom)

^b UNIVERSITY OF WISCONSIN MADISON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSTS; CHEMICAL BONDS; ELECTRON TRANSPORT PROPERTIES; STOICHIOMETRY; SULFUR COMPOUNDS; SYNTHESIS (CHEMICAL);

ORGANOCATALYSTS; SULFIDES;

CHALCOGENIDES;

EID: 38349096680     PISSN: 00092665     EISSN: None     Source Type: Journal    
DOI: 10.1021/cr068402y     Document Type: Review

References (215)

1. Johnson, A. W.; LaCount, R. B. Chem. Ind. (London) 1958, 1440.
2. Corey, E. J.; Chaykovsky, M. J. Am. Chem. Soc. 1965, 87, 1353.
3. For reviews, see: (a) Gololobov, Y. G.; Lysenko, V. P.; Boldeskul, I. E. Tetrahedron 1987, 43, 2609.
4. (b) Okazaki, R.; Tokitoh, N.; Aggarwal, V. K.; Winn, C. L. In Encyclopedia of Reagents for Organic Synthesis; John Wiley & Sons Ltd.: New York, 2006; DOI: 10.1002/047084289X.rd372.pub2 (accessed Oct 2007).
5. Aggarwal, V. K.; Badine, D. M.; Moorthie, V. A. In Aziridines and Epoxides in Asymmetric Synthesis; Yudin, A. K., Ed.; Wiley-VCH: Weinheim, Germany, 2006; Chapter 1.
6. Tang, Y.; Ye, S.; Sun, X.-L. Synlett 2005, 18, 2720.
7. Aggarwal, V. K.; Richardson, J. Science of Synthesis; George Thieme Verlag: Stuttgart, Germany, 2004; Vol. 27, pp 21-104.
8. (a) Dai, L.-X.; Hou, X.-L.; Zhou, Y.-G. Pure Appl. Chem. 1999, 71, 369.
9. (b) Li, A.-H.; Dai, L.-X.; Aggarwal, V. K. Chem. Rev. 1997, 97, 2341.
10. Aggarwal, V. K.; Bae, I.; Lee, H.-Y.; Richardson, J.; Williams, D. T. Angew. Chem., Int. Ed. 2003, 42, 3274.
11. Solladié-Cavallo, A.; Roje, M.; Isarno, T.; Sunjic, V.; Vinkovic, V. Eur. J. Org. Chem. 2000, 1077.
12. Aggarwal, V. K.; Winn, C. L. Acc. Chem. Res. 2004, 37, 611.
13. McGarrigle, E. M.; Aggarwal, V. K. In Enantioselective Organocatalysis: Reactions and Experimental Procedures; Dalko, P. I., Ed.; Wiley-VCH: Weinheim, Germany, 2007; Chapter 10.
14. Aggarwal, V. K. Synlett 1998, 329.
15. (a) Aggarwal, V. K. In Comprehensive Asymmetric Catalysis II; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: New York, 1999; pp 679-693.
16. (b) Blot, V.; Brière, J.-F.; Davoust, M.; Minière, S.; Reboul, V.; Metzner, P. Phosphorus, Sulfur Silicon Relat. Elem. 2005, 180, 1171.
17. Furukawa, N.; Okano, K.; Fujihara, H. Nippon Kagaku Kaishi 1987, 1353.
18. Furukawa, N.; Sugihara, Y.; Fujihara, H. J. Org. Chem. 1989, 54, 4222.
19. Li, A.-H.; Dai, L.-X.; Hou, X.-L.; Huang, Y.-Z.; Li, F.-W. J. Org. Chem. 1996, 61, 489.
20. Julienne, K.; Metzner, P. J. Org. Chem. 1998, 63, 4532.
21. Zanardi, J.;, Leriverend, C.; Aubert, D.; Julienne, K.; Metzner, P. J. Org. Chem. 2001, 66, 5620.
22. Hayakawa, R.; Shimizu, M. Synlett 1999, 1328.
23. Saito, T.; Akiba, D.; Sakairi, M.; Kanazawa, S. Tetrahedron Lett. 2001, 42, 57.
24. Winn, C. L.; Bellenie, B. R.; Goodman, J. M. Tetrahedron Lett. 2002, 43, 5427.
25. (a) Miyake, Y.; Oyamada, A.; Nishibayashi, Y.; Uemura, S. Heteroatom Chem. 2002, 13, 270.
26. (b) Ishizaki, M.; Hoshino, O. Chirality 2003, 15, 300.
27. (c) Minière, S.; Reboul, V.; Arrayás, R. G.; Metzner, P.; Carretero, J. C. Synthesis 2003, 14, 2249.
28. (d) Zanardi, J.; Reboul, V.; Metzner, P. Bull. Korean Chem. Soc. 2004, 25, 1695.
29. Minière, S.; Reboul, V.; Metzner, P.; Fochi, M.; Bonini, B. F. Tetrahedron: Asymmetry 2004, 15, 3275.
30. Davoust, M.; Brière, J.-F.; Jaffrès, P. A.; Metzner, P. J. Org. Chem. 2005, 70, 4166.
31. Hansch, M.; Illa, O.; McGarrigle, E. M.; Aggarwal, V. K. Manuscript in preparation.
32. Julienne, K.; Metzner, P.; Henryon, V. J. Chem. Soc., Perkin Trans. 1 1999, 731.
33. Julienne, K.; Metzner, P.; Greiner, A.; Henryon, V. Phosphorus, Sulfur Silicon Relat. Elem. 1999, 153-154, 341.
34. Saito, T.; Akiba, D.; Sakairi, M.; Ishikawa, K.; Otani, T. ARKIVOC 2004, ii, 152.
35. Minière, S.; Reboul, V.; Metzner, P. ARKIVOC 2005, xi, 161.
36. Wang, L.; Huang, Z. Z. Chin. Chem. Lett. 2005, 16, 853.
37. Zanardi, J.; Lamazure, D.; Minière, S.; Reboul, V.; Metzner, P. J. Org. Chem. 2002, 67, 9083.
38. Li, K.; Deng, X.-M.; Tang, Y. Chem. Commun. 2003, 2074.
39. For the synthesis of vinyl epoxides using enantiopure sulfonium salts, see: (a) Deng, X.-M.; Cai, P.; Ye, S.; Sun, X.-L.; Liao, W.-W.; Li, K.; Tang, Y.; Wu, Y.-D.; Dai, L.-X. J. Am. Chem. Soc. 2006, 128, 9730.
40. (b) Reference 8, and references therein.
41. Davoust, M.; Brière, J.-F.; Metzner, P. Org. Biomol. Chem. 2006, 4, 3048.
42. (a) Forbes, D. C.; Standen, M. C.; Lewis, D. L. Org. Lett. 2003, 5, 2283.
43. (b) Forbes, D. C.; Amin, S. R.; Bean, C. J.; Standen, M. C. J. Org. Chem. 2006, 71, 8287.
44. Ratts, K. W.; Yao, A. N. J. Org. Chem. 1966, 31, 1689.
45. Schulz, V.; Davoust, M.; Lemari__ace, M.; Lohier, J.-F.; Santos, J. S. d. O.; Metzner, P.; Brière, J.-F. Org. Lett. 2007, 9, 1745.
46. Aggarwal, V. K.; Charmant, I. P. H.; Fuentes, D.; Harvey, J. N.; Hynd, G.; Ohara, D.; Picoul, W.; Smith, C.; Vasse, J.-L.; Winn, C. L. J. Am. Chem. Soc. 2006, 128, 2105.
47. Aggarwal, V. K.; Abdel-Rahman, H.; Jones, R. V. H.; Lee, H. Y.; Reid, B. D. J. Am. Chem. Soc. 1994, 116, 5973.
48. Aggarwal, V. K.; Abdel-Rahman, H.; Jones, R. V. H.; Standen, M. C. H. Tetrahedron Lett. 1995, 36, 1731.
49. Aggarwal, V. K.; Abdel-Rabman, H.; Fan, L.; Jones, R. V. H.; Standen, M. C. H. Chem. - Eur. J. 1996, 2, 1024.
50. Aggarwal, V. K.; Thompson, A.; Jones, R. V. H.; Standen, M. Tetrahedron: Asymmetry 1995, 6, 2557.
51. Aggarwal, V. K.; Arangoncillo, C.; Winn, C. L. Synthesis 2005, 8, 1378.
52. Breau, L.; Durst, T. Tetrahedron: Asymmetry 1991, 2, 367.
53. Aggarwal, V. K.; Ford, J. G.; Thompson, A.; Jones, R. V. H.; Standen, M. C. H. J. Am. Chem. Soc. 1996, 118, 7004.
54. Myllymäki, V. T.; Lindvall, M. K.; Koskinen, A. M. P. Tetrahedron 2001, 57, 4629.
55. Aggarwal, V. K.; Ford, J. G.; Fonquerna, S.; Adams, H.; Jones, R. V. H.; Fieldhouse, R. J. Am. Chem. Soc. 1998, 120, 8328.
56. Zhu, S.; Xing, C.; Pang, W.; Zhu, S. Tetrahedron Lett. 2006, 47, 5897.
57. Aggarwal, V. K.; Blackburn, P.; Fieldhouse, R.; Jones, R. V. H. Tetrahedron Lett. 1998, 39, 8517.
58. Imashiro, R.; Yamanaka, T.; Seki, M. Tetrahedron: Asymmetry 1999, 10, 2845.
59. Fulton, J. R.; Aggarwal, V. K.; de Vicente, J. Eur. J. Org. Chem. 2005, 1479.
60. Aggarwal, V. K.; Alonso, E.; Hynd, G.; Lydon, K. M.; Palmer, M. J.; Porcelloni, M.; Studley, J. R. Angew. Chem., Int. Ed. 2001, 40, 1430.
61. Aggarwal, V. K.; Alonso, E.; Bae, I.; Hynd, G.; Lydon, K. M.; Palmer, M. J.; Patel, M.; Porcelloni, M.; Richardson, J.; Stenson, R. A.; Studley, J. R.; Vasse, J.-L.; Winn, C. L. J. Am. Chem. Soc. 2003, 125, 10926.
62. Aggarwal, V. K; Angelaud, R.; Bihan, D.; Blackburn, P.; Fieldhouse, R.; Fonquerna, S. J.; Ford, G. D.; Hynd, G.; Jones, E.; Jones, R. V. H.; Jubault, P.; Palmer, M. J.; Ratcliffe, P. D.; Adams, H. J. Chem. Soc., Perkin Trans. I 2001, 2604.
63. Aggarwal, V. K.; Fang, G. Y.; Kokotos, C. G.; Richardson, J.; Unthank, M. G. Tetrahedron 2006, 62, 11297.
64. Aggarwal, V. K.; Ali, A.; Coogan, M. P. J. Org. Chem. 1997, 62, 8628.
65. Aggarwal, V. K.; Coogan, M. P.; Stenson, R. A.; Jones, R. V. H.; Fieldhouse, R.; Blacker, J. Eur. J. Org. Chem. 2002, 319.
66. Bellenie, B. R.; Goodman, J. M. Chem. Commun. 2004, 1076.
67. Aggarwal, V. K.; Calamai, S.; Ford, J. G. J. Chem. Soc., Perkin Trans. I 1997, 593.
68. Aggarwal, V. K.; Harvey, J. N.; Richardson, J. J. Am. Chem. Soc. 2002, 124, 5747.
69. Edwards, D. R.; Du, J.; Crudden, C. M. Org. Lett. 2007, 9, 2397.
70. Aggarwal, V. K.; Richardson, J. Chem. Commun. 2003, 2644.
71. Aggarwal, V. K.; Bi, J. Beilstein J. Org. Chem. 2005, 1, 4; http://bjoc.beilstein-journals.org/content/1/1/4.
72. Solladié-Cavallo, A.; Adib, A. Tetrahedron 1992, 48, 2453.
73. (a) Solladié-Cavallo, A.; Diep-Vohuule, A. J. Org. Chem. 1995, 60, 3494.
74. (b) Solladié-Cavallo, A.; Diep-Vohuule, A.; Sunjic, V.; Vinkovic, V. Tetrahedron: Asymmetry 1996, 7, 1783.
75. Solladié-Cavallo, A.; Adib, A.; Schmitt, M.; Fischer, J.; DeCian, A. Tetrahedron: Asymmetry 1992, 3, 1597.
76. Aggarwal, V. K.; Schade, S.; Taylor, B. J. Chem. Soc., Perkin Trans. I 1997, 2811.
77. Aggarwal, V. K.; Charmant, J.; Dudin, L.; Porcelloni, M.; Richardson, J. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 5467.
78. Silva, M. A.; Bellenie, B. R.; Goodman, J. M. Org. Lett. 2004, 6, 2559.
79. Catasús, M.; Moyano, A.; Aggarwal, V. K. Tetrahedron Lett. 2002, 43, 3475.
80. Aggarwal, V. K.; Bae, I.; Lee, H.-Y. Tetrahedron 2004, 60, 9725.
81. Takada, H.; Metzner, P.; Philouze, C. Chem. Commun. 2001, 2350.
82. Brière, J. F.; Takada, H.; Metzner, P. Phosphorus, Sulfur Silicon Relat. Elem. 2005, 180, 965.
83. Zhou, Z.-L.; Shi, L.-L.; Huang, Y.-Z. Tetrahedron Lett. 1990, 31, 7657.
84. Li, K.; Huang, Z.-Z.; Tang, Y. Tetrahedron Lett. 2003, 44, 4137.
85. (a) Müller, P.; Fruit, C. Chem. Rev. 2003, 103, 2905.
86. (b) Sweeney, J. B. Chem. Soc. Rev. 2002, 31, 247.
87. Franzen, V.; Driesen, H. E. Chem. Ber. 1963, 96, 1881.
88. For leading references, see: (a) Davis, F. A.; Ramachandar, T.; Wu, Y. J. Org. Chem. 2003, 68, 6894.
89. (b) Arroyo, Y.; Meana, A.; Rodríguez, J. F.; Santos, M.; Sanz-Tejedor, M. A.; García-Ruano, J. L. Tetrahedron 2006, 62, 8525.
90. (c) Solladié-Cavallo, A.; Roje, M.; Welter, R.; Sunjic, V. J. Org. Chem. 2004, 69, 1409.
91. (d) Morton, D.; Pearson, D.; Field, R.; Stockman, R. Synlett 2003, 1985.
92. Fernández, I.; Valdivia, V.; Gori, B.; Alcudia, F.; Alvarez, E.; Khiar, N. Org. Lett. 2005, 7, 1307.
93. Yang, X.-F.; Zhang, M.-J.; Hou, X.-L.; Dai, L.-X. J. Org. Chem. 2002, 67, 8097.
94. Li, A.-H.; Zhou, Y.-G.; Dai, L.-X.; Hou, X.-L.; Xia, L.-J.; Lin, L. J. Org. Chem. 1998, 63, 4338.
95. 3As-catalyzed olefination, see:
96. (b) Zhu, S.; Liao, Y.; Zhu, S. Synlett 2005, 1429.
97. Li, A.-H.; Dai, L.-X.; Hou, X.-L. J. Chem. Soc., Perkin Trans. I 1996, 867
98. Saito, T.; Sakairi, M.; Akiba, D. Tetrahedron Lett. 2001, 42, 5451.
99. Aggarwal, V. K.; Abdel-Rahman, H.; Thompson, A.; Mattison, B.; Jones, R. V. H. Phosphorus, Sulfur Silicon Relat. Elem. 1994, 95 and 96, 283.
100. Aggarwal, V. K.; Thompson, A.; Jones, R. V. H.; Standen, M. C. H. J. Org. Chem. 1996, 61, 8368.
101. Aggarwal, V. K.; Thompson, A.; Jones, R. V. H.; Standen, M. C. H. Phosphorus, Sulfur Silicon Relat. Elem. 1997, 120 and 121, 361.
102. Aggarwal, V. K.; Ferrara, M.; O'Brien, C. J.; Thompson, A.; Jones, R. V. H.; Fieldhouse, R. J. Chem. Soc., Perkin Trans. I 2001, 1635.
103. Aggarwal, V. K.; Coogan, M. P.; Stenson, R. A.; Jones, R. V. H.; Fieldhouse, R. Chem. Ind. 2001, 82, 617.
104. Aggarwal, V. K.; Stenson, R. A.; Jones, R. V. H.; Fieldhouse, R.; Blacker, J. Tetrahedron Lett. 2001, 42, 1587.
105. Aggarwal, V. K.; Alonso, E.; Fang, G.; Ferrara, M.; Hynd, G.; Porcelloni, M. Angew. Chem., Int. Ed. 2001, 40, 1433.
106. Aggarwal, V. K.; Vasse, J.-L. Org. Lett. 2003, 5, 3987.
107. Aggarwal, V. K.; Charmant, J. P. H.; Ciampi, C.; Homby, J. M.; O'Brien, C. J.; Hynd, G.; Parsons, R. J. Chem, Soc., Perkin Trans. I 2001, 3159.
108. Robiette, R. J. Org. Chem. 2006, 71, 2726.
109. Chiral imines have also been designed to display high face-selectivity in reactions with ylides. See refs 78, 79, and Morton, D.; Pearson, D.; Field, R. A.; Stockman, R. A. Org. Lett. 2004, 6, 2377.
110. Lebel, H.; Marcoux, J.-F.; Molinaro, C.; Charette, A. B. Chem. Rev. 2003, 103, 977.
111. Payne, G. B. J. Org. Chem. 1967, 32, 3351.
112. Deng, X.-M.; Cai, P.; Ye, S.; Sun, X.-L.; Liao, W.-W.; Li, K.; Tang, Y.; Wu, Y.-D.; Dai, L.-X. J. Am. Chem. Soc. 2006, 128, 9730.
113. Lee, K. Y.; Kim, S. C.; Kim, J. N. Bull. Korean Chem. Soc. 2006, 27, 319.
114. Ye, L.-W.; Sun, X.-L.; Li, C.-Y.; Tang, Y. J. Org. Chem. 2007, 72, 1335.
115. Aggarwal, V. K.; Smith, H. W.; Hynd, G.; Jones, R. V. H.; Fieldhouse, R.; Spey, S. E. J. Chem. Soc., Perkin Trans. 1 2000, 3267.
116. Aggarwal, V. K.; Smith, H. W.; Jones, R. V. H.; Fieldhouse, R. Chem. Commun. 1997, 1785.
117. Barbarella, G.; Garbesi, A.; Fava, A. Helv. Chim. Acta 1971, 54, 2297.
118. Aggarwal, V. K.; Grange, E. Chem. - Eur. J. 2006, 12, 568.
119. Ibata, T.; Kashiuchi, M. Bull. Chem. Soc. Jpn. 1986, 59, 929.
120. Huang, Y.-Z; Tang, Y.; Zhou, Z.-L.; Xia, W.; Shi, L.-P. J. Chem. Soc., Perkin Trans. 1 1994, 893.
121. Huang, Y.-Z.; Tang, Y.; Zhou, Z.-L. Tetrahedron 1998, 54, 1667.
122. Shao, J.-G.; Ge, G.-Y.; Zhong, Q. Youji Huaxue 1994, 14, 480.
123. Liao, W.-W.; Li, K.; Tang, Y. J. Am. Chem. Soc. 2003, 125, 13030.
124. Ye, L.-W.; Sun, X-L.; Zhu, C.-Y.; Tang, Y. Org. Lett. 2006, 8, 3853.
125. Osuka, A.; Mori, Y.; Shimizu, H.; Suzuki, H. Tetrahedron Lett. 1983, 24, 2599.
126. (a) Huang, X.; Xie, L.; Wu, H. Tetrahedron Lett. 1987, 28, 801.
127. (b) Huang, X.; Xie, L.; Wu, H. J. Org. Chem. 1988, 53, 4862.
128. Huang, Y.-Z.; Shi, L.-L.; Li, S.-W.; Wen, X.-Q. J. Chem. Soc., Perkin Trans. 1 1989, 2397.
129. Shi, L.; Wang, W.; Wang, Y.; Huang, Y. J. Org. Chem. 1989, 54, 2027.
130. Huang, Z.-Z.; Ye, S.; Xia, W.; Tang, Y. Chem Commun. 2001, 1384.
131. Huang, Z.-Z.; Ye, S.; Xia, W.; Yu, Y.-H.; Tang, Y. J. Org. Chem. 2002, 67, 3096.
132. Li, K.; Ran, L.; Yu, Y.-H.; Tang, Y. J. Org. Chem. 2004, 69, 3986.
133. Huang, Z.-Z.; Tang, Y. J. Org. Chem. 2002, 67, 5320.
134. Suzuki, H.; Kondo, A.; Osuka, A. Bull. Chem. Soc. Jpn 1985, 58, 1335.
135. (a) Butcher, T. S.; Detty, M. R. J. Org. Chem. 1998, 63, 177.
136. (b) Leonard, K. A.; Zhou, F.; Detty, M. R. Organometallics 1996, 15, 4285.
137. (a) Ley, S. V.; Meerholz, C. A.; Barton, D. H. R. Tetrahedron 1981, 37 (suppl. 1), 213.
138. (b) Ley, S. V.; Meerholz, C. A.; Barton, D. H. R. Tetrahedron Lett. 1980, 21, 1785.
139. Baylis, A. B.; Hillman, M. E. D. Patent Application DE 2155113, 1972; Chem. Abstr. 1972, 77, 3417.
140. (a) Morita, K.; Suzuki, Z.; Hirose, H. Bull. Chem. Soc. Jpn 1968, 41, 2815.
141. (b) Morita, K. Patent Application JP6003,364, 1967; Chem. Abstr. 1969, 70, 19613u.
142. Li, G.; Wei, H.-X.; Gao, J. J.; Caputo, T. D. Tetrahedron Lett. 2000, 41, 1.
143. Iwamura, T.; Fujita, M.; Kawakita, T.; Kinoshita, S.; Watanabe, S. I.; Kataoka, T. Tetrahedron 2001, 57, 8455.
144. (a) Itoh, A.; Ozawa, S.; Oshima, K.; Nozaki, H. Bull. Chem. Soc. Jpn 1981, 54, 274.
145. (b) Pei, W.; Wei, H.-X.; Li, G. Chem. Commun. 2002, 2412.
146. (c) Pei, W.; Wei, H.-X.; Li, G. Chem. Commun. 2002, 1856.
147. (d) Karur, S.; Hardin, J.; Headley, A.; Li, G. Tetrahedron Lett. 2003, 44, 2991.
148. (a) Rauhut, M. M.; Currier, H. Patent Application US3074999, 1963.
149. (b) Methot, J. L.; Roush, W. R. Adv. Synth. Catal. 2004, 346, 1035.
150. Pathak, R.; Shaw, A. K.; Bhaduri, A. P. Tetrahedron 2002, 58, 3535.
151. Basavaiah, D.; Gowriswari, V. V. L.; Rao, P. D.; Kharathi, T. K. J. Chem. Res. (S) 1995, 267.
152. Kim, S.; Park, J. H.; Kim, Y. G.; Lee, J. M. J. Chem. Soc., Chem. Commun. 1993, 1188.
153. Rao, J. S.; Brière, J.-F.; Metzner, P.; Basavaiah, D. Tetrahedron Lett. 2006, 47, 3553.
154. Myers, E. L.; de Vries, J. G.; Aggarwal, V. K. Angew. Chem., Int. Ed. 2007, 46, 1893.
155. (a) Santos, L. S.; Pavam, C. H.; Almeida, W. P.; Coelho, F.; Eberlin, M. N. Angew. Chem., Int. Ed. 2004, 43, 4330.
156. (b) Price, K. E.; Broadwater, S. J.; Walker, B. J.; McQuade, D. T. J. Org. Chem. 2005, 70, 3980.
157. (c) Aggarwal, V. K.; Fulford, S. Y.; Lloyd-Jones, G. C. Angew. Chem., Int. Ed. 2005, 44, 1706.
158. (d) Price, K. E.; Broadwater, S. J.; Jung, H. M.; McQuade, D. T. Org. Lett. 2005, 7, 147.
159. Li, G.; Gao, I.; Wei, H.-X.; Enright, M. Org. Lett. 2000, 2, 617.
160. Kinoshita, H.; Osamura, T.; Kinoshita, S.; Iwamura, T.; Watanabe, S.-I.; Kataoka, T.; Tanabe, G.; Muraoka, O. J. Org. Chem. 2003, 68, 7532.
161. (a) Basavaiah, D.; Rao, A. J.; Satyanarayana, T. Chem. Rev. 2003, 103, 811.
162. (b) Ciganek, E. Org. React. (N.Y.) 1997, 51, 201.
163. (c) Basavaiah, D.; Rao, P. D.; Hyma, R. S. Tetrahedron 1996, 52, 8001.
164. (d) Lee, K. Y.; Gowrisankar, S.; Kim, J. N. Bull. Korean Chem. Soc. 2005, 26, 1481.
165. (e) Kataoka, T.; Kinoshita, H. Eur. J. Org. Chem. 2005, 45.
166. Kataoka, T.; Iwama, T; Tsujiyama, S.-I.; Iwamura, T.; Watanabe, S.-I. Tetrahedron 1998, 54, 11813.
167. Kataoka, T.; Iwama, T.; Tsujiyama, S.-I. Chem. Commun. 1998, 197.
168. Basavaiah, D.; Muthukomaran, K.; Sreenivasulu, B. Synlett 1999, 1249.
169. Bauer, T.; Tarasiuk, J. Tetrahedron: Asymmetry 2001, 12, 1741.
170. (a) Kataoka, T.; Iwama, T.; Kinoshita, H.; Tsujiyama, S.; Tsurukami, Y.; Iwamura, T.; Watanabe, S. Synlett 1999, 197.
171. (b) Kataoka, T.; Iwama, T.; Kinoshita, H.;Tsurukami, Y.; Tsujiyama, S.; Fujita, M.; Honda, E.; Iwamura, T.; Watanabe, S.-I. J. Organomet. Chem. 2000, 611, 455.
172. Kataoka, T.; Kinoshita, H; Iwama, T.; Tsujiyama, S.-I.; Iwamura, T.; Watanabe, S. I.; Muraoka, O.; Tanabe, G. Tetrahedron 2000, 56, 4725.
173. (a) Lewkebandara, T. S.; McKarns, P. J.; Haggerty, B. S.; Yap, G. P. A.; Rheingold, A. L.; Winter, C. H. Polyhedron 1997, 17, 1.
174. (b) Levason, W.; Patel, B.; Reid,G.; Tolhurst, V.-A.; Webster, M. Dalton 2000, 3001.
175. You, J.; Xu, J.; Verkade, J. G. Angew. Chem., Int. Ed. 2003, 42, 5054.
176. Shi, M.; Jiang, J.-K.; Cui, S.-C. Tetrahedron 2001, 57, 7343.
177. Walsh, L. M.; Winn, C. L.; Goodman, J. M. Tetrahedron Lett. 2002, 43, 8219.
178. (a) Iwama, T.; Tsujiyama, S.-I.; Kinoshita, H.; Kanematsu, K.; Tsurukami, Y.; Iwamura, T.; Watanabe, S.-I.; Kataoka, T. Chem. Pharm. Bull. 1999, 47, 956.
179. (b) Kataoka, T.; Iwama, T.; Tsujiyama, S.-I.; Kanematsu, K.; Iwamura, T.; Watanabe, S.-I. Chem Lett. 1999, 257.
180. Childs, R. F.; Mulholland, D. L.; Nixon, A. Can. J. Chem. 1982, 60, 801.
181. Kinoshita, H.; Kinoshita, S.; Munechika, Y.; Iwamura, T.; Watanabe, S.-I.; Kataoka, T. Eur. J. Org. Chem. 2003, 4852.
182. Lee, K.; Kim, H.; Miura, T.; Kiyota, K.; Kusama, H.; Kim, S.; Iwasawa, N.; Lee, P. H. J. Am. Chem. Soc. 2003, 125, 9682.
183. Kim, S.; Kim, Y. G.; Park, J. H. Tetrahedron Lett. 1991, 32, 2043.
184. Suzuki, M.; Kawagishi, T.; Noyori, R. Tetrahedron Lett. 1981, 22, 1809.
185. Kim, S.; Lee, B. S.; Park, J. H. Bull. Korean Chem. Soc. 1993, 14, 654.
186. Park, J.; Kawatkar, S.; Kim, J.-H.; Boons, G.-J. Org. Lett. 2007, 9, 1959.
187. (a) Kataoka, T.; Kinoshita, H.; Kinoshita, S.; Iwamura, T.; Watanabe, S.-I. Angew. Chem., Int. Ed. 2000, 39, 2358.
188. (b) Kinoshita, S.; Kinoshita, H.; Iwamura, T.; Watanabe, S.-I.; Kataoka, T. Chem.-Eur. J. 2003, 9, 1496.
189. Wei, H.-X.; Kim, S. H.; Caputo, T. D.; Purkiss, D. W.; Li, G. Tetrahedron 2000, 56, 2397.
190. Taniguchi, M.; Hino, T.; Kishi, Y. Tetrahedron Lett. 1986, 27, 4767.
191. (a) Lee, P. H.; Lee, K.; Kim, S. Org. Lett. 2001, 3, 3205.
192. (b) Iwasawa, N.; Miura, T.; Kiyota, K.; Kusama, H.; Lee, K.; Lee, P. H. Org. Lett. 2002, 4, 4463.
193. (c) Miura, T.; Kiyota, K.; Kusama, H.; Lee, K.; Kim, H.; Kim, S.; Lee, P. H.; Iwasawa, N. Org. Lett. 2003, 5, 1725.
194. Lampard, C.; Murphy, J. A.; Lewis, N. J. Chem. Soc., Chem. Commun. 1993, 295.
195. (a) Murphy, J. A. Pure Appl. Chem. 2000, 72, 1327.
196. (b) Bashir, N.; Patro, B.; Murphy, J. A. In Advances in Free Radical Chemistry; Zard, S. Z., Ed.; JAI Press: Greenwich, 1999; Vol. 2, pp 123-150.
197. Fletcher, R. J.; Lampard, C.; Murphy, J. A.; Lewis, N. J. Chem. Soc., Perkin Trans. 1 1995, 623.
198. Murphy, J. A.; Roome, S. J. J. Chem. Soc., Perkin Trans. 1 1995, 1349.
199. (a) Mori, T.; Kawamoto, T.; Bando, Y.; Noda, B.; Wada, H.; Matsuzawa, T.; Taguchi, T.; Katsuhara, M.; Aoyagi, I.; Kambayashi, T.; Ishikawa, K.; Takezoe, H.; Uji, S.; Takimiya, K.; Otsubo, T. In Spec. Publ. - R. Soc. Chem. 2007, 306 (Multifunctional Conducting Molecular Materials), 15.
200. (b) Herranz, M. Á.; Sánchez, L.; Martín, N. Phosphorus, Sulfur Silicon Relat. Elem. 2005, 180, 1133.
201. Bashir, N.; Callaghan, O.; Murphy, J. A.; Ravishanker, T.; Roome, S. J. Tetrahedron Lett. 1997, 38, 6255.
202. (a) Murphy, J. A.; Rasheed, F.; Roome, S. J.; Lewis, N. Chem. Commun. 1996, 737.
203. (b) Murphy, J. A.; Rasheed, F.; Roome, S. J.; Scott, K. A.; Lewis, N. J. Chem. Soc., Perkin Trans. 1 1998, 2331.
204. Lampard, C.; Murphy, J. A.; Rasheed, F.; Lewis, N.; Hursthouse, M. B.; Hibbs, D. E. Tetrahedron Lett. 1994, 35, 8675.
205. (a) Koizumi, T.; Bashir, N.; Murphy, J. A. Tetrahedron Lett. 1997, 38, 7635.
206. (b) Koizumi, T.; Bashir, N.; Kennedy, A. R.; Murphy, J. A. J. Chem. Soc., Perkin Trans. 1 1999, 3637.
207. (a) Fletcher, R. J.; Hibbs, D. E.; Hursthouse, M.; Lampard, C.; Murphy, J. A.; Roome, S. J. Chem. Commun. 1996, 739.
208. (b) Murphy, J. A.; Rasheed, F.; Gastaldi, S.; Ravishanker, T.; Lewis, N. J. Chem. Soc., Perkin Trans. 1 1997, 1549.
209. (a) Kizil, M.; Lampard, C.; Murphy, J. A. Tetrahedron Lett. 1996, 37, 2511.
210. (b) Fletcher, R.; Kizil, M.; Lampard, C.; Murphy, J. A.; Roome, S. J. J. Chem. Soc., Perkin Trans. 1 1998, 2341.
211. (c) Callaghan, O.; Lampard, C.; Kennedy, A. R.; Murphy, J. A. Tetrahedron Lett. 1999, 40, 161.
212. (d) Callaghan, O.; Lampard, C.; Kennedy, A. R.; Murphy, J. A. J. Chem. Sac., Perkin Trans. 1 1999, 995.
213. Begley, M. J.; Murphy, J. A.; Roome, S. J. Tetrahedron Lett. 1994, 35, 8679.
214. Patro, B.; Merrett, M.; Murphy, J. A.; Sherrington, D. C.; Morrison, M. G. J. T. Tetrahedron Lett. 1999, 40, 7857.
215. Patro, B.; Merrett, M. C.; Makin, S. D.; Murphy, J. A.; Parkes, K. E. B. Tetrahedron Lett. 2000, 41, 421.