Alcohols, ethers and phenols

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 16, 2000, Pages 2529-2574

  George, Trevor ^a   Mabon, Ross ^a   Sweeney, Gemma ^a   Sweeney, J B ^a   Tavassoli, Ali ^a  

^a UNIVERSITY OF READING   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; ALKYLATION; CATALYSIS; CATALYSTS; DERIVATIVES; ETHERS; FREE ENERGY; KETONES; OLEFINS; PHENOLS; REDUCTION; SYNTHESIS (CHEMICAL); THERMODYNAMICS;

BIOTRANSFORMATIONS;

ALCOHOLS;

EID: 0034699203     PISSN: 14704358     EISSN: None     Source Type: Journal    
DOI: 10.1039/a808133f     Document Type: Review

References (167)

1. H. Zhang, F. Xue, T.C.W. Mark and K.S. Chan, J. Org. Chem., 1996, 61, 8002.
2. W.S. Huang, Q.S. Hu and L. Pu, J. Org. Chem., 1998, 63, 1364.
3. W.M. Dai, H.J. Zhu and X.J. Hao, Tetrahedron Lett., 1996, 37, 5197.
4. M.J. Jin, S.J. Ahn and K.S. Lee, Tetrahedron Lett., 1996, 37, 8767.
5. C.L. Gibson, Chem. Commun., 1996, 645.
6. C. Alvisi, S. Casalari, A. Costa, M. Ritiani and E. Tagliavini, J.Org. Chem., 1998, 63, 1330.
7. T. Shibata, H. Tabira and K. Soai, J. Chem. Soc., Perkin Trans. 1, 1998, 177.
8. A. Vidal-Ferran, N. Brompos, A. Moyano, M.A. Pericàs, A. Riera and J.K.M. Sanders, J. Org. Chem., 1998, 63, 6309.
9. P. Wipf and S. Ribe, J. Org. Chem., 1998, 63, 6454.
10. J.C. Anderson and M. Harding, Chem. Commun., 1998, 393.
11. M. Shi, Y. Satoh and Y. Masaki, J. Chem. Soc., Perkin Trans. 1, 1998, 2547.
12. C. Gennari, S. Ceccarelli, U. Piarulli, C.A.G.N. Montalbetti and R.F.W. Jackson, J. Org. Chem., 1998, 63, 5312.
13. J.M. Andiés, R. Barrio, M.A. Martinez, R. Pedrosa and A. Perez-Encabo, J. Org. Chem., 1996, 61, 4210.
14. G.I. Hwang, J.H. Chung and W.K. Lee, J. Org. Chem., 1996, 61, 6183.
15. S. Kobayashi and M. Horibe, Tetrahedron, 1996, 52, 7277.
16. I.C. Jacobsen and G.P. Reddy, Tetrahedron Lett., 1996, 37, 8263.
17. K. Sung and R.J. Lagow, J. Chem. Soc., Perkin Trans. 1, 1998, 637.
18. S.E. Denmark, R.A. Stavenger and K.T. Wong, J. Org. Chem., 1998, 63, 918.
19. C. Palomo, A. Gonzàles, J.M. García, C. Landa, M. Oiarbide, S. Rodríguez and A. Linden, Angew. Chem., Int. Ed., 1998, 37, 180.
20. S. Kobayashi and T. Wakabayashi, Tetrahedron Lett., 1998, 39, 5389.
21. K. Ishimaru, K. Monda, Y. Yamamoto and K.Y. Akiba, Tetrahedron, 1998, 54, 727.
22. A. Akibo, J.F. Liu and S. Masamune, J. Org. Chem., 1996, 61, 2590.
23. M.A. Calter, J. Org. Chem., 1996, 61, 8006.
24. Y. Yokuyama and K. Mochida, Synlett, 1996, 445.
25. F. Fringuelli, O. Piermatli and F. Pizzo, Synthesis, 1996, 1207.
26. D. Enders, O.F. Prokopenko, G. Raabe and J. Ruusink, Synthesis, 1996, 1095.
27. S. Ito, H. Shinokubo and K. Oshima, Tetrahedron Lett., 1998, 39, 5253.
28. S.I. Fukuzawa, H. Furuya and T. Tsuchinioto, Tetrahedron, 1996, 52, 1953.
29. A. Yurdakul, C. Gurtner, E.S. Jung, A. Lorenzi-Riatsch, A. Linden, A. Guggisberg, S. Bienz and M. Hesse, Helv. Chim. Acta, 1998, 81, 1373.
30. A.R. Katritzky, D. Toader and X. Wang, J. Org. Chem., 1998, 63, 9978.
31. M. Sakai, M. Ueda and N. Miyaura, Angew. Chem., Int. Ed., 1998, 37, 3279.
32. A. Yanagisawa, A. Ishiba, H. Nakashima and H. Yamamoto, Synlett, 1996, 88.
33. J.A. Marshall and K.W. Hinkle, J. Org. Chem., 1996, 61, 105.
34. J.A. Cabezas and L.X. Alvarez, Tetrahedron Lett., 1998, 39, 3935.
35. S.C.H. Diana, K.Y. Sim and T.P. Loh, Synlett, 1997, 263.
36. K. Iseki, S. Mizuno, Y. Kuroki and Y. Kobayashi, Tetrahedron Lett., 1998, 39, 2767.
37. T.M. Cokley, R.L. Marshall, A. McCluskey and D.J. Young, Tetrahedron Lett., 1996, 37, 1905.
38. S.V. Ley and L.R. Cox, Chem. Commun., 1996, 657.
39. G. Kaur, K. Manju and S. Trehan, Chem. Commun., 1996, 581.
40. K. Takai, T. Heda, T. Hayashi and T. Moriwake, Tetrahedron Lett., 1996, 37, 7049.
41. G. Narla and H.C. Brown, Tetrahedron Lett., 1997, 38, 219.
42. S.V. Kulkarni and H.C. Brown, Tetrahedron Lett., 1996, 37, 4125.
43. K. Mukami, M. Nagashima, H. Funabashi and H. Monishima, Tetrahedron Lett., 1997, 38, 579.
44. K. Iseki, Y. Kuroki, M. Takahashi and Y. Kobayashi, Tetrahedron Lett., 1996, 37, 5149.
45. G.W. Kabalka, C. Narayana and K. Reddy, Tetrahedron Lett., 1996, 37, 2181.
46. C.J. Li, Y. Meng, X.H. Yi, J. Ma and T.H. Chan, J. Org Chem., 1998, 63, 7498.
47. V.K. Aggarwal and G.P. Vennall, Tetrahedron Lett., 1996, 37, 3745.
48. V.J. Bryan and T.H. Chan, Tetrahedron Lett., 1996, 37, 5341.
49. R. Mahrwald and B. Gündogen, Chem. Commun., 1998, 2273.
50. J. Bach, R. Berenger, J. Garcia, T. Loscertales and J. Vilarrasa, J. Org Chem., 1996, 61, 9021.
51. E.J. Corey and C.J. Helal, Tetrahedron Lett., 1996, 37, 5675.
52. M.P. Gamble, A.R.C. Smith and M. Wills, J. Org. Chem., 1998, 63, 6068.
53. T. Nagata, K.D. Sugi, T. Yamada and T. Mukaiyama, Synlett, 1996, 1076.
54. K. Nishide, Y. Shigeta, K. Obata and M. Node, J. Am. Chem. Soc., 1996, 118, 13103.
55. T. Sammakia and E.L. Stangeland, J. Org. Chem., 1997, 62, 6104.
56. D.A. Alonso, D. Guijarro, P. Pinho, O. Temme and P.G. Andersson, J. Org Chem., 1998, 63, 2749.
57. T. Langer and G. Helmchen, Tetrahedron Lett., 1996, 37, 1381.
58. X. Zho, H. Lin and M. Lin, Tetrahedron Lett., 1998, 39, 1941.
59. T. Ohkuma, H. Ooka, M. Yamakawa, T. Ikariya and R. Noyori, J. Org. Chem., 1996, 61, 4872.
60. H. Sajiki, K. Hattori and K. Hirota, J. Chem. Soc., Perkin Trans. 1, 1998, 4043.
61. Q. Jiang, Y. Jiang, D. Xiao, P. Cao and X. Zhang, Angew. Chem., Int. Ed., 1998, 37, 1100.
62. P.J. Pye, K. Rossen, R.A. Reamer, R.P. Volante and P.J. Reider, Tetrahedron Lett., 1998, 39, 4441.
63. T. Doi, M. Kokubo, K. Yamamoto and T. Takahashi, J. Org. Chem., 1998, 63, 428.
64. D.J. Bayston, C.B. Travers and M.E.C. Polywka, Tetrahedron: Asymmetry, 1998, 9, 2015.
65. Y. Nishibashi, K. Segawa, H. Takada, K. Ohe and S. Kemura, Chem. Commun., 1996, 847.
66. T. Hirao, M. Asahara, Y. Muguruma and A. Ogawa, J. Org. Chem., 1998, 63, 2812.
67. A. Clerici, L. Clerici and O. Porta, Tetrahedron Lett., 1996, 37, 3035.
68. Y. Taniguchi, K. Nagata, T. Kitamura, Y. Fujiwara, D. Deguchi, M. Marino, Y. Makroka and K. Takaki, Tetrahedron Lett., 1996, 37, 3465.
69. A. Gausäuer and D. Bauer, J. Org. Chem., 1998, 63, 2070.
70. W.C. Zhang and C.J. Li, J. Chem. Soc., Perkin Trans. 1, 1998, 3131.
71. J. Torino, D.S. Hays and G.C. Fu, J. Org. Chem, 1998, 63, 201.
72. C.D. Hwang, D.R. Hwang and B.J. Uang, J. Org Chem., 1998, 63, 6762.
73. C. Qian, C. Zhu and T. Huang, J. Chem. Soc., Perkin Trans. 1, 1998, 2131.
74. H. Grienyl, N. Klempier, P. Pochlauer, M. Schmidt, N. Shi and A.A. Zablinskaja-Mackova, Tetrahedron, 1998, 54, 14477.
75. G. Zhu, A.L. Casalnouvo and X. Zhang, J. Org. Chem., 1998, 63, 8100.
76. T. Miyau, K. Inoue, M. Yasuda, I. Shibata and A. Baba, Tetrahedron Lett., 1998, 39, 1929.
77. R.P. McGeary, Tetrahedron Lett., 1998, 39, 3319.
78. G. Pioda and A. Togni, Tetrahedron: Asymmetry, 1998, 9, 3903.
79. S. Nagayama, M. Endo and S. Kobayashi, J. Org Chem., 1998, 63, 6094.
80. S. Kobayashi and S. Nagayama, J. Am. Chem. Soc., 1998, 120, 2985.
81. J. Raczko, M. Achmatowicz, A. Jezewski, C. Chapuis, Z. Urbañczyk-Lipkowska and J. Jurczak, Helv. Chim. Acta, 1998, 81, 1264.
82. Y. Kawai, K. Hida, D.H. Dao and A. Ohno, Tetrahedron Lett., 1998, 39, 9219.
83. R. Dunca and D.G. Drueckhammer, J. Org. Chem., 1996, 61, 438.
84. S.V. Taylor, L.D. Vu, T.P. Begley, U. Schörken, S. Grolie, G.A. Sprenger, S. Bringer-Meyer and H. Sahm, J. Org Chem., 1998, 63, 2375.
85. S. Puertas, F. Rebolledo and V. Gotor, J. Org. Chem., 1996, 61, 6024.
86. K. Nakamura and T. Matsuda, J. Org. Chem., 1998, 63, 8957.
87. K. Nakamura, K. Kitano and T. Matsuda, Tetrahedron Lett., 1996, 37, 1629.
88. D.R. Boyd, N.D. Sharma, B. Byrne, M.V. Hand, J.F. Malone, G.N. Sheldrake, J. Blacker and H. Dalton, J. Chem. Soc., Perkin Trans. 1, 1998, 1935.
89. S.E. Gibson, P. Hain and G.R. Jefferson, Chem. Commun., 1998, 123.
90. T. Bach and K. Kather, J. Org. Chem., 1996, 61, 3900.
91. T. Bach and K. Kather, J. Org. Chem., 1996, 61, 7642.
92. L.M. Dollinger and A.R. Howell, J. Org. Chem., 1998, 63, 6782.
93. M.E. Furrow, S.E. Schaus and E.N. Jacobsen, J. Org. Chem., 1998, 63, 6776.
94. S.E. Denmark, P.A. Barsanti, K.T. Wong and R.A. Stavenger, J. Org. Chem., 1998, 63, 2428.
95. H. Sharghi, A.R. Massah, H. Eshghi and K. Niknam, J. Org. Chem., 1998, 63, 1455.
96. M. Kinugasa, T. Harada and A. Oku, J. Org. Chem., 1996, 61, 6772.
97. S.H. Hong and Y.K. Chung, Tetrahedron Lett., 1998, 39, 4843.
98. H. Urabe and F. Sato, J. Org. Chem., 1996, 61, 6756.
99. J. Lee and J.K. Cha, Tetrahedron Lett., 1996, 37, 3663.
100. F.A. Davis and V. Reddy, Tetrahedron Lett., 1996, 37, 4349.
101. D. Gala, D.J.D. Benedetts, I. Mergelskerg and M. Kugelman, Tetrahedron Lett., 1996, 37, 8117.
102. H. Yamamoto, M. Tsuda, S. Sakaguchi and Y. Ishii, J. Org. Chem., 1997, 62, 7174.
103. G.A. Kraus and B.M. Watson, Tetrahedron Lett., 1996, 37, 5287.
104. J.J.C. Grové, G.W. Holzapfel and G.B.G. Williams, Tetrahedron Lett., 1996, 37, 5817.
105. M.K. Schwaebe and R.D. Little, Tetrahedron Lett., 1996, 37, 6635.
106. B.H. Chen, J.P. Huang, L.Y. Wang, J. Shien, T.L. Chen and L.Y. Chiang, J. Chem. Soc., Perkin Trans. 1, 1998, 1171.
107. A.G. Griesbeck, S. Buhr and J. Lex, Tetrahedron Lett., 1998, 39, 2535.
108. C. Müller, V. Diehl and F.W. Lichtenthaler, Tetrahedron, 1998, 54, 10703.
109. L.Y. Chiang, J.B. Bhousle, L. Wang, S.F. Shu, T.M. Chang and J.R. Hwu, Tetrahedron, 1996, 52, 4963.
110. A.G.M. Barrett, A.S. Cook and A. Kamimura, Chem. Commun., 1998, 2533.
111. A. Kamimura, H. Mitsudera, S. Asano, A. Kakehi and M. Noguchi, Chem. Commun., 1998, 1095.
112. C. Zhang and X. Lu, Synlett, 1996, 586.
113. E.A. Acar, F. Glarner and U. Burger, Helv. Chim. Acta, 1998, 81, 1095.
114. T.G. Back and S. Nan, J. Chem. Soc., Perkin Trans. 1, 1998, 3123.
115. M. Suginome, T. Iwanami and Y. Ito, J. Org. Chem., 1998, 63, 6096.
116. Y. Kataoka, O. Matsumo and K. Tani, Chem. Lett., 1996, 727.
117. P. Galatsis, S.D. Millan and G. Ferguson, J. Org. Chem., 1997, 62, 5048.
118. I. Shibata, K. Yasuda, Y. Tanaka, M. Yasuda and A. Baba, J. Org. Chem., 1998, 63, 1334.
119. A. Mordini, S. Bindi, S. Pecchi, A. Cappeiucci, A. Degl'Iunocenti and G. Reginato, J. Org. Chem., 1996, 61, 4667.
120. K. Itami, A. Palmgren and J.E. Bäckvall, Tetrahedron Lett., 1998, 39, 1223.
121. L.C.A. Barbosa and J. Mann, Synthesis, 1996, 31.
122. C.F. Ngnefack, P. Lhoste and D. Sinoli, Synlett, 1996, 553.
123. T. Akiyama and M. Yamanaka, Synlett, 1996, 1095.
124. T.E. Woiwode, C. Rose and T.J. Wandless, J. Org. Chem., 1998, 63, 9594.
125. A.M. Bernard, M.T. Cocco, V. Onnis and P.P. Piras, Synthesis, 1997, 41.
126. K. Orito, T. Hatakeyama, M. Takeo, H. Suginome and M. Tokuda, Synthesis, 1997, 23.
127. K. Sung and R.J. Lagow, J. Chem. Soc., Perkin Trans. 1, 1998, 637.
128. T. Muraki, H. Togo and M. Yokotama, Tetrahedron Lett., 1996, 37, 2441.
129. P. Hayes, G. Dujardin and C. Maignan, Tetrahedron Lett., 1996, 37, 3687.
130. A. Craven, M. Johannsen and K.A. Jorgensen, Chem. Commun., 1996, 2373.
131. S. Oi, K. Kashiwagi, E. Terada, K. Ohuchi and Y. Inone, Tetrahedron Lett., 1996, 37, 6351.
132. F.E. McDonald and J.L. Bowman, Tetrahedron Lett., 1996, 37, 4675.
133. H. Toshima, Y. Furumoto, S. Inamura and A. Ichihara, Tetrahedron Lett., 1996, 37, 5707.
134. H.M.L. Davies, G. Ahmed and M.R. Churchill, J. Am. Chem. Soc., 1996, 118, 10775.
135. G. Mann and J.E Hartwig, J. Org. Chem., 1997, 62, 5413.
136. C. Palomo, M. Oiarbide, R. Lopez and E. Gómez-Bengon, Chem. Commun., 1998, 2091.
137. Previous epoxidations: Y. Tu, Z.X. Wang and Y. Shi, J. Am. Chem. Soc., 1996, 118, 9806.
138. M. Frohn, M. Dalkiewicz, Y. Tu, Z.X. Wang and Y. Shi, J. Org. Chem., 1998, 63, 2948.
139. R.W. Murray, M. Singh, B.L. Williams and H.M. Moncrieff, J. Org. Chem., 1996, 61, 1830.
140. K. Ohkata, J. Kimura, Y. Shinohara, R. Takagi and Y. Hiraya, Chem. Commun., 1996, 2411.
141. S. Arai and T. Shiori, Tetrahedron Lett., 1998, 39, 2145.
142. B. Lygo and P.G. Wainwright, Tetrahedron Lett., 1998, 39, 1559.
143. V.K. Aggarwal, P. Blackburn, R. Fieldhouse and R.V.H. Jones, Tetrahedron Lett., 1998, 39, 8517.
144. S. Ueno, K. Yamaguchi, K. Yoshida, K. Ebitani and K. Kaneda, Chem. Commun., 1998, 295.
145. A.S. Cavallo, A.D. Vohuule, V. Sunjic and V. Vinkovic, Tetrahedron: Asymmetry, 1996, 7, 1783.
146. K. Julienne and P. Metzner, J. Org. Chem., 1998, 63, 4532.
147. S.H. Zhao, P.R. Ortiz, B.A. Keys and K.G. Davenport, Tetrahedron Lett., 1996, 37, 2725.
148. H.T. Chang and K.B. Sharpless, J. Org. Chem., 1996, 61, 6456.
149. C.M. Marson and R.C. Melling, Chem. Commun., 1998, 1223.
150. V.K. Aggarwal, L. Bell, M.P. Coogan and P. Jubault, J. Chem. Soc., Perkin Trans. 1, 1998, 2037.
151. I.S. Banff, S. Colonna, H. Molinati, S. Julia and J. Cruixer, Tetrahedron, 1984, 40, 5207.
152. W. Krontil, P. Mayon, M.E. Lasterra-Sanchez, S.J. Maddreh, S.M. Roberts, S.R. Thornton, C.J. Todd and M. Tuter, Chem. Commun., 1996, 845.
153. D.R. Pesiri, D.K. Morita, W. Glaze and W. Tumas, Chem. Commun., 1998, 1015.
154. A. Kumar and V. Bhakuni, Tetrahedron Lett., 1997, 38, 4751.
155. Y.G. Zhou, A.H. Li, X.L. Hou and L.X. Dai, Chem. Commun., 1996, 1353.
156. D. Enders, J. Zhu and G. Raabe, Angew. Chem., Int. Ed. Engl., 1996, 35, 1725.
157. V. Gevorgyan, L.G. Qunn and Y. Yamamoto, J. Org. Chem., 1998, 63, 1244.
158. D.D. Hennings, S. Iwasa and V.H. Rawal, J. Org. Chem., 1997, 62, 2.
159. M.R. Hallett, J.E. Painter, P. Quayle, D. Ricketts and P. Patel, Tetrahedron Lett., 1998, 39, 2851.
160. E. Campbell, J.J. Matin, J. Bordner and E.F. Kleinmann, J. Org. Chem., 1996, 61, 4806.
161. C.S. Tomooka, H. Liu and H.W. Moore, J. Org Chem., 1996, 61, 6009.
162. Y. Yamamoto, K. Nunokawa. M. Ohno and S. Eguchi, Synthesis, 1996, 949.
163. O. Legebure, T. Brigand and C. Portella, Tetrahedron, 1998, 54, 5939.
164. W.S. Lee, I.Y. Jeong, M. Shiro, S. Sano and Y. Nagao, Tetrahedron Lett., 1997, 38, 611.
165. D.C. Harrowven and R.F. Dainty, Tetrahedron Lett., 1996, 37, 7659.
166. K. Fujimoto, Y. Tokuda, H. Maekawa, Y. Matsubara, T. Mizuno and I. Nishiguchi, Tetrahedron, 1996, 52, 3889.
167. A. Casnati, R. Ferdani, A. Pochini and R. Unguro, J. Org Chem., 1997, 62, 6236.