Enediyne antibiotics and their models: New potential of acetylene chemistry

Russian Chemical Reviews

Volumn 75, Issue 9, 2006, Pages 825-845

  Maretina, I A ^a   Trofimov, B A ^a  

^a A E FAVORSKY IRKUTSK INSTITUTE OF CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33845354488     PISSN: 0036021X     EISSN: 14684837     Source Type: Journal    
DOI: 10.1070/RC2006v075n09ABEH002479     Document Type: Article

References (296)

1. V F Kucherov, M V Mavrov, A R Derzhinskii Prirodnye Poliatsetilenovye Soedineniya (Natural Polyacetylene Compounds) (Moscow: Nauka, 1972)
2. K C Nicolaou, A Smith, in The Enediyne Antibiotics; Modern Acetylene Chemistry (Eds P J Stang, F L Diederich) (Weinheim, New York, Basel, Cambridge, Tokio: VCH, 1995) p. 203
3. Enediyne Antibiotics as Antitumor Agents (Eds D B Borders, T W Doyle) (New York: Marsel Dekker, 1995)
4. H Maeda, K Edo, N Ishida (Eds) Neocarsinostatin. The Past, Present and Future of an Anticancer Drug (Tokyo: Springer, 1997)
5. J W Grissom, G U Gunawardena, D Klingberg, D Huang Tetrahedron 52 6453 (1996)
6. Z Xi, I H Goldberg, in Comprehensive Natural Products Chemistry Vol. 7 (Eds D H R Barton, K Nakanishi, O Meth-Cohn) (New York: Pergamon Press, 1999) p. 553
7. R R Jones, R G Bergman J. Am. Chem. Soc. 94 660 (1972)
8. A Basak, S Mandal, S S Bag Chem. Rev. 103 4077 (2003)
9. U Galm, M H Hager, S G van Lanen, J Ju. J S Thorson, B Shein Chem. Rev. 105 739 (2005)
10. T Tanaka. M Hirama, K-I Fujita, S Imajo, M Ishiguroy. Chem. Soc., Chem. Commun. 1205 (1993)
11. K-H Kim, B M Kwon, A G Myers, D C Rees Science 262 1042 (1993)
12. J-M A Battigello, M Cui, S Roshong, B J Carter Bioorg. Med. Chem. 3 839 (1995)
13. J B Biggins, K C Onwuene, J S Thorson Science 301 1537 (2003)
14. G Pratviel, J Bernadou, B Meunier Angew. Chem.. Int. Ed. Engl. 34 746 (1995)
15. X L Gao, A Stassinopoulos, J S Rice, I H Goldberg Biochemistry 34 40 (1995)
16. L A McDonald, T L Capson, G Krishnamurthy, W-D Ding, G A Ellestad, V S Bernan, W M Maiese, P Lassota, C Discafani, R A Kramer, C M Ireland J. Am. Chem. Soc. 118 10898 (1996)
17. A G Myers. M E Kort, M Hammondy. Am. Chem. Soc. 119 2965 (1997)
18. T Ando, M Ishii, T Kajiura, T Kameyama, K Miwa. Y Sugiura Tetrahedron Lett. 39 6495 (1998)
19. S Kobayashi, R S Reddy. Y Sugiura, D Sasaki, N Miyagawa, M Hirama J. Am. Chem. Soc. 123 2887 (2001)
20. S Kobayashi, S Ashizawa, Y Takahashi, Y Sugiura, M Nagaoka. M J Lear, M Hirama J. Am. Chem. Soc. 123 11294 (2001)
21. P C Dedon. A A Salzberg, J H Xu Biochemistry 32 7064 (1993)
22. A C Weymouth-Wilson Nat. Prod. Rep. 14 99 (1997)
23. D L J Clive, Y Bo. Y Tao. S Daigneault, Y-J Wu. G V Meignán J. Am. Chem. Soc. 120 10332 (1998)
24. M Chatterjee, P J Smith, C A Townsend J. Am. Chem. Soc. 118 1938 (1996)
25. D C Mulhearn. S M Bachrach J. Am. Chem. Soc. 118 9415 (1996)
26. S Moutel, J Prandi Tetrahedron Lett. 39 9167 (1998)
27. R E Whitwam. J Ahlert, T R Holman. M Ruppen. J S Thorson J. Am. Chem. Soc. 122 1556 (2000)
28. M Wu, D Stoermer. T D Tullius, C A Townsend J. Am. Chem. Soc. 122 12884 (2000)
29. M F Semmelhack, M Jaskowski, R Sarpong, D M Ho Tetrahedron Lett. 43 4947 (2002)
30. M D Lee, T S Dunne. C C Chang, M M Siegel, G O Morton. G A Ellestad, W J McGahren, D B Borders J. Am. Chem. Soc. 114985 (1992)
31. M D Lee. G A Ellestad. D B Borders Acc. Chem. Res. 24 235 (1991)
32. N Oku, S Matsunaga, N Fusetani J. Am. Chem. Soc. 125 2044 (2003)
33. G Ulibarri, W Nadler, T Skyrdstrup, H Audrain, A Chiaroni, C Riche, D S Grierson J. Org. Chem. 60 2753 (1995)
34. M Konishi, H Ohkuma, T Tsuno, T Oki, G D Van Duyne, J Clardy J. Am. Chem. Soc. 112 3715 (1990)
35. K C Nicolaou, W-M Dai Angew. Chem., Int. Ed. Engl. 30 1387 (1991)
36. A G Myers, P C Hogan, A R Hurd, S D Goldberg Angew. Chem., Int. Ed. 41 1062 (2002)
37. K C Nicolaou, W M Dai J. Am. Chem. Soc. 114 8908 (1992)
38. T Nishikawa, A Ino, M Isobe Tetrahedron 50 5621 (1994)
39. P Magnus, D Parry, T Iliadis. S A Eisenbeis, R A Fairhurst J. Chem. Soc.. Chem. Commun. 1543 (1994)
40. Y P Hong, L Woo J. Korean Chem. Soc. 42 467 (1998)
41. W-M Dai, A Wu, W Hamaguchi Tetrahedron Lett. 42 4211 (2001)
42. P Magnus, S A Eisenbeis, R A Fairhurst, T Iliadis, N A Magnus, D Parry J. Am. Chem. Soc. 119 5591 (1997)
43. S J Hofstead, J A Maison, A R Malacko, H Marquardt J. Antybiot. 45 1250 (1992)
44. W-M Dai, J Wu, A Wu Tetrahedron Lett. 39 4091 (1998)
45. F Yoshimura, S Kawata, M Hirama Tetrahedron Lett. 40 8281 (1999)
46. O Gebauer, R Bruckner Synthesis 588 (2000)
47. A G Myers, A R Hurd, P C Hogan J. Am. Chem. Sot: 124 4583 (2002)
48. I Ohashi, M J Lear. F Yoshimura, M Hirama Org. Lett. 6 719 (2004)
49. T Usuki, M Inoue, M Hirama, T Tanaka J. Am. Chem. Soc. 126 3022 (2004)
50. C F Crasto, G B Jones Tetrahedron Lett. 45 4891 (2004)
51. H H Wenk, M Winkler, W Sander Angew. Chem., Int. Ed. 42 502 (2003)
52. D A Evans, M R Wood, B W Trotter, T I Richardson, J C Barrow, J L Katz Angew. Chem., Int. Ed. 37 2700 (1998)
53. D A Evans, C J Dinsmore, P S Watson, M R Wood, T I Richardson, B W Trotter, J L Katz Angew. Chem., Int. Ed. 37 2704 (1998)
54. M E Layton, C A Morales, M D Shair J. Am. Chem. Soc. 124 773 (2002)
55. K C Nicolaou. C N C Boddy J. Am. Chem. Soc. 124 10451 (2002)
56. K C Nicolaou, K Koide Tetrahedron Lett. 38 3667 (1997)
57. K C Nicolaou, K Koide, J Xu, M H Izraelewicz Tetrahedron Lett. 38 3671 (1997)
58. Y Koyama, M J Lear, F Yoshimura, I Ohashi, T Mashimo, M Hirama Org. Lett. 7 267 (2005)
59. T Usuki, T Mita, M J Lear, P Das, F Yoshimura, M Inoue, M Hirama, K Akiyama, S Tero-Kubota Angew. Chem., Int. Ed. 43 5249 (2004)
60. M Inoue, T Sasaki, S Hatano, M Hirama Angew. Chem., Int. Ed. 43 6500 (2004)
61. K-i Iida, M Hirama J. Am. Chem. Soc. 117 8875 (1995)
62. K-i Iida, S Fukuda, T Tanaka, M Hirama, S Imajo, M Ishiguro, K-i Yoshida, T Otani Tetrahedron Lett. 37 4997 (1996)
63. Y-J Xu, Z Xi, Y-S Zhen, I H Goldberg Biochemistry 36 14975 (1997)
64. M Hirama Pure Appl. Chem. 69 525 (1997)
65. Y-j Xu, Y-s Zhen, I H Goldberg J. Am. Chem. Soc. 119 1133 (1997)
66. T Mita, S Kawata, M Hirama Chem. Lett. 959 (1998)
67. P R Schreiner J. Am. Chem. Soc. 120 4184 (1998)
68. C G Cramer J. Am. Chem. Soc. 120 6261 (1998)
69. P G Wenthold, R R Squires, W C Lineberger J. Am. Chem. Soc. 120 5279 (1998)
70. T Tanaka, S Fukuda-Ishisaka, M Hirama, T Otani J. Mol. Biol. 309 267 (2001)
71. K Toyama, S Iguchi, H Sakazaki, T Oishi, M Hirama Bull. Chem. Suc. Jpn. 74 997 (2001)
72. T Usuki, M Inoue, K Akiyama, M Hirama Chem. Lett. 1148 (2002)
73. M Hirama, K Akiyama, T Tanaka, T Noda, K-i Iida, I Sato, R Hanaishi, S Fukuda-Ishisaka, M Ishiguro, T Otani, J E Leet J. Am. Chem. Soc. 122 720 (2000)
74. K K Wang Chem. Rev. 96 207 (1996)
75. D S Rawat, J M Zaleski Synlett 393 (2004)
76. S V Kovalenko, S Peabody, M Manoharan, R J Clark, I V Alabugin Org. Lett. 6 2457 (2004)
77. M J Marsella, K Yoon, S Estassi, F S Tham, D B Borchardt, B H Bui, P R Schreiner J. Org. Chem. 70 1881 (2005)
78. S W Peabody, B Breiner, S V Kovalenko, S Patil, I V Alabugin Org. Biomol. Chem. 3 218 (2005)
79. A Poloukhtine, V V Popik Chem. Commun. 617 (2005)
80. K C Nicolaou, W M Dai, Y P Hong, K K Baldridge, J S Siegel, S C Tsay J. Am. Chem. Soc. 115 7944 (1993)
81. S Kawata, F Yoshimura, J Irie, H Ehara, M Hirama Synlett 250 (1997)
82. M Chisato, K Eiji, O Takao, H Miyoji J. Chem. Soc., Perkin Trans. 1 737 (2000)
83. E Kraka, D Cremer J. Am. Chem. Soc. 122 8245 (2000)
84. G B Jones, P M Warner J. Am. Chem. Soc. 123 2134 (2001)
85. B König, W Pitsen, M Klein, R Vasold, M Prall, P R Schreiner J. Org. Chem. 66 1742 (2001)
86. O B Jones, P M Warner J. Org. Chem. 66 8669 (2001)
87. A G Myers, Y Horiguchi Tetrahedron Lett. 384363 (1997)
88. J M O'Connor, L I Lee, P Gantzel, A L Rheingold, K-C Lam J. Am. Chem. Soc. 122 12057 (2000)
89. G X Wang, S Iguchi, M Hirama J. Org. Chem. 66 2146 (2001)
90. I V Alabugin, M Manoharan, S V Kovalenko Org. Lett. 4 1119 (2002)
91. K C Nicolaou, G Zuccarello, C Riemer, V A Estevez, W-M Dai J. Am. Chem. Soc. 114 7360 (1992)
92. K C Nicolaou, E J Sorensen, R Discordia, C-K Hwang, R G Bergman, R E Minto, K N Bharucha Angew. Chem., Int. Ed. Engl. 31 1044 (1992)
93. B M Comanita, M A Heuft, T Rietveld, A G Fallis Isr. J. Chem., 40 241 (2000);
94. Ref. Zh. Khim. 21 19E114 (2002)
95. M Klein, M Zabel, G Bernhardt, B König J. Org. Chem. 68 9379 (2003)
96. M F Semmelhack, Y Gu, D M Ho Tetrahedron Lett. 38 5583 (1997)
97. L H Jones, C W Harwig, P Wentworth Jr. A Simeonov, A D Wentworth, S Py, J A Ashley, R A Lerner, K D Janda J. Am. Chem. Soc. 123 3607 (2001)
98. I Suzuki, M Wakayama, A Shigenega, H Nemoto, M Shibuya Tetrahedron Lett. 41 10019 (2000)
99. P Das, T Mita, M J Lear, M Hirama Chem. Commun. 2624 (2002)
100. G Haberhauer, R Gleiter J. Am. Chem. Soc. 121 4664 (1999)
101. W R Roth, T Wasser, R Gleiter, H Weigl Liebigs Ann./Recl. 1329 (1997)
102. K Miyawaki, T Kawano, I Ueda Tetrahedron Lett. 39 6923 (1998)
103. J P Johnson, D A Bringley, E E Wilson, K D Lewis, L W Beck, A G Matzger J. Am. Chem. Soc. 125 14708 (2003)
104. C A Landis, M M Payne, D L Eaton, J E Anthony J. Am. Chem. Soc. 126 1338 (2004)
105. P W Musch, B Engels J. Am. Chem. Soc. 123 5557 (2001)
106. I Suzuki, S Uno, Y Tsuchiya, A Shigenaga, H Nemoto, M Shibuya Bio. Med. Chem. Lett. 14 2959 (2004);
107. Chem. Abstr. 141 88942 (2004)
108. M E Maier Synlett 13 (1995)
109. Y Yang, J L Petersen, K K Wang J. Org. Chem. 68 5832 (2003)
110. H Lhermitte, D S Grierson Contemp. Org. Synth. 3 93 (1996)
111. L Zhao, J Ahlert, Y Xue, J S Thorson, D H Sherman, H-w Liu J. Am. Chem. Soc. 121 9881 (1999)
112. W-M Dai, J Wu. K C Fong, M Y H Lee, C W Lau J. Org. Chem. 64 5062 (1999)
113. M F Semmelhack, R Sarpong, J Bergman, D M Ho Tetrahedron Lett. 43 541 (2002)
114. W-M Dai, K C Fong, C W Lau. L Zhou, W Hamaguchi, S Nishimoto J. Org. Chem. 64 682 (1999)
115. N Kato, S Shimamura, S Khan, F Takeda, Y Kikai, M Hirama Tetrahedron 60 3161 (2004)
116. W-M Dai, K C Fong, H Danjo, S-i Nishimoto Angew. Chem., Int. Ed. Engl. 35 719 (1996)
117. W-M Dai, K C Fong Tetrahedron Lett. 37 8413 (1996)
118. W-M Dai, M Y H Lee Tetrahedron Lett. 39 8149 (1998)
119. G Lamm, L Wong.G R Pack J. Am. Chem. Soc. 118 3325 (1996)
120. C Roger, D S Grierson Tetrahedron Lett. 39 27 (1998)
121. N Kato, S Shimamura, Y Kikai, M Hirama Synlett 2107 (2004)
122. PR Schreiner, M Prall, V Lutz Angew. Chem., Int. Ed. 42 5757 (2003)
123. A Odedra, C-J Wu. T B Pratap, C-W Huang, Y-F Ran, R-S Liu J. Am. Chem. Soc. 127 3406 (2005)
124. M-J Wu, C-F Lin, W-D Lu J. Org. Chem. 67 5907 (2002)
125. M-J Wu, C-Y Lee, C-F Lin Angew. Chem., Int. Ed. 41 4077 (2002)
126. T Bekele, S R Brunette, M A Lipton J. Org. Chem. 68 8471 (2003)
127. K-L Yeh. B Liu, C-Y Lo, H-L Huang, R-S Liu J. Am. Chem. Soc. 124 6510 (2002)
128. H-C Shen, S Pal, J-J Lian, R-S Liu J. Am. Chem. Soc. 125 15762 (2003)
129. R J Madhushaw, M-Y Lin, S M Abu Sohel, R-S Liu J. Am. Chem. Soc. 126 6895 (2004)
130. R J Madhushaw, C-Y Lo, C-W Hwang, M-D Su, H-C Shen, S Pal, I R Shaikh, R-S Liu J. Am. Chem. Soc. 126 15560 (2004)
131. E Mizushima, K Sato, T Hayashi, M Tanaka Angew. Chem., Int. Ed. 41 4563 (2002)
132. M Tokunaga, Y Wakatsuki Angew. Chem., Int. Ed. 37 2867 (1998)
133. D S Rawat, J M Zaleski Chem. Commun. 2493 (2000)
134. P J Benites, D S Rawat, J M Zaleski J. Am. Chem. Soc. 122 7208 (2000)
135. D S Rawat, J M Zaleski Synth. Commun. 32 1489 (2002)
136. W M David, S M Kerwin J. Am. Chem. Soc. 119 1464 (1997)
137. L Feng, D Kumar, S M Kerwin J. Org. Chem. 68 2234 (2003)
138. F Denonne, P Seiler, F Diederich Helv. Chim. Acta 86 3096 (2003)
139. A K Nadipuram, W M David, D Kumar. S M Kerwin Org. Lett. 4 4543 (2002)
140. S M Kerwin, A K Nadipuram Synlett 1404 (2004)
141. Z Zhao, Y Peng, N K Dalley, J F Cannon, M A Peterson Tetrahedron Lett. 45 3621 (2004)
142. Z Zhao, J G Peacock. D A Gubler, M A Peterson Tetrahedron Lett. 46 1373 (2005)
143. J Hoffner, M J Schottelius, D Feichtinger. P Chen J. Am. Chem. Soc. 120 376 (1998)
144. C-S Kim, K C Russell J. Org. Chem. 63 8229 (1998)
145. C-S Kim, K C Russell Tetrahedron Lett. 40 3835 (1999)
146. I Suzuki, U Tsuchiya. A Shigenaga, H Nemoto, M Shibuya Tetrahedron Lett. 43 6779 (2002)
147. I Suzuki, A Shigenaga. H Nemoto, M Shibuya Heterocycles 62 503 (2004)
148. A Basak, J C Shain Tetrahedron Lett. 39 1623 (1998)
149. M Klein, B Konig Tetrahedron 60 1087 (2004)
150. L Brandsma Preparative Acetylenic Chemistry (2nd Ed.) (Amsterdam: Elsevier, 1988) p. 187
151. B König, H Hollnagel, B Ahrens, P G Jones Angew. Chem., Int. Ed. Engl. 34 2538 (1995)
152. A Basak. S Mandal Tetrahedron Lett. 43 4241 (2002)
153. A Basak, H M Bdour, J C Shain J. Indian Chem. Soc. 76 679 (1999);
154. Ref. Zh. Khim. 24 19Zh76 (2001)
155. B König Eur. J. Org. Chem. 381 (2000)
156. A Basak, S K Roy, S Mandal Angew. Chem., Int. Ed. 44 132 (2005)
157. J C Shain, U K Khamrai. A Basak Tetrahedron Lett. 38 6067 (1997)
158. L Banfi. G Guanti Tetrahedron Lett. 43 7427 (2002)
159. L Banfi, G Guanti, M Rasparini Tetrahedron Lett. 39 9539 (1998)
160. A Bogdanova, V V Popik J. Am. Chem. Soc. 125 14153 (2003)
161. I Suzuki, A Shigenaga. A Manabe. H Nemoto, M Shibuya Tetrahedron 59 5691(2003)
162. K D Lewis, M P Rowe, A J Matzger Tetrahedron 60 7191 (2004)
163. S Bhattacharyya, M Pink, M-H Baik, J M Zaleski Angew. Chem., Int. Ed. 44 592 (2005)
164. A Basak, J C Shain Tetrahedron Lett. 39 3029 (1998)
165. T Chandra, M Pink, J M Zaleski J. Inorg. Chem. 40 5878 (2001)
166. K K Baldridge, B T Donovan-Merkert, J M O'Connor, L I Lee, A Closson, D Fandrick. T Tran, K D Bunker, M Fouzi, P Gantzel Org. Biomol. Chem. 1 763 (2003)
167. K Sonogashira, in Comprehensive Organic Synthesis Vol. 3 (Eds B M Trost, I Fleming) (New York: Pergamon Press, 1991) p. 521
168. J K Stille Angew. Chem., Int. Ed. Engl. 25 508 (1986)
169. M H Nantz, D K Moss, J D Spence, M M Olmstead Angew. Chem., Int. Ed. 37 470 (1998)
170. A G Myers, P S Dragovich J. Am. Chem. Soc. 114 5859 (1992)
171. M Yoshimatsu, H Yamada, H Shimizu, T Kataoka J. Chem. Soc., Chem. Commun. 2107 (1994)
172. T Takahashi. H Tanaka, A Matsuda, H Yamada, T Matsumoto, Y Sugiura Tetrahedron Lett. 37 2433 (1996)
173. M F Semmelhack, G G Gallagher, W-d Ding, G Krishnamurthy. R Babine, G A Ellestad J. Org. Chem. 59 4357 (1994)
174. M E Bunnage, K C Nicolaou Angew. Chem., Int. Ed. Engl. 35 1110 (1996)
175. W-M Dai, A X Wu, M Y H Lee, Y H Mavis, K W Lai Tetrahedron Lett. 42 4215 (2001)
176. I H Goldberg Frontiers in Pharmacology and Therapeutics, Cancer Chemotherapy (Oxford: Blackwell, 1992)
177. M F Braña, M Moran, J P de Vega, I Pita-Romero J. Org. Chem. 61 1369 (1996)
178. A G Myers, J Liang, M Hammond, P M Harrington, Y Wu, E Y Kuo J. Am. Chem. Soc. 121 5319 (1998)
179. Y Q Lin, G B Jones, G S Hwang, L Kappen, I H Goldberg Org. Lett. 7 71 (2005)
180. W K Pogozelski, T D Tullius Chem. Rev. 98 1089 (1998)
181. N W Gaikward, G-S Hwang, I H Goldberg Org. Lett. 6 4833 (2004)
182. S Caddick, V M Delisser Tetrahedron Lett. 38 2355 (1997)
183. S Caddick, V M Delisser. V E Doyle, S Khan. A G Avent. S Vile Tetrahedron 55 2737 (1999)
184. A G Myers, M Hammond, Y-S Wu, J-N Xiang, P M Harrington, E Y Kuo J. Am. Chem. Soc. 118 10006 (1996)
185. T Takahashi, H Tanaka, H Yamada, T Matsumoto, Y Sugiura Angew. Chem., Int. Ed. Engl. 36 1524 (1997)
186. S Caddick, S Khan. N J Smith, D M Barr, V M Delisser Tetrahedron Lett. 38 5035 (1997)
187. SD Bull, S G Davies, D J Fox, M Gianotti, P M Kelly, C Pierres, E D Savory,. A D Smith J. Chem. Soc. Perkin Trans 1 1858 (2002)
188. A G Myers, P M Harrington, E Y Kuo J. Am. Chem. Soc. 113 694 (1991)
189. A G Myers, P M Harrington, B M Kwon J. Am. Chem. Soc. 114 1086 (1992)
190. S Kobayashi, M Hori, G X Wang. M Hirama J. Org. Chem. 71 636 (2006)
191. A J M Caffyn, K M Nicolas, in Comprehensive Organometallic Chemistry II Vol. 12 (Ed. L S Hegedus) (Oxford: Elsevier. 1995) p. 685
192. G B Jones. J M Wright. T M Rush, G W Plourde II. T F Kelton, J E Mathews. R S Huber, J P Davidson J. Org. Chem. 62 9379 (1997)
193. D Vourloumis, K D Kim. J L Peterson. P A Magriotis J. Org. Chem. 61 4848 (1996)
194. P Magnus Tetrahedron 50 1397 (1994)
195. J Mayer. F Sondheimer J. Am. Chem. Soc. 88 602 (1966)
196. A G Myers, S D Goldberg Tetrahedron Lett. 39 9633 (1998)
197. J Suffert, R Brückner Lett. Sci. Chim. 25 (1996)
198. M Eckhardt, R Brückner Angew. Chem. 108 1185 (1996)
199. M Eckhardt, R Brückner Angew. Chem., Int. Ed. Engl. 35 1093 (1996)
200. M Eckhardt, R Brückner Liebigs Ann./Recl. 947 (1997)
201. F Ferri, R Brückner Liebigs Ann./Recl. 961 (1997)
202. M Rucker, R Bruckner Tetrahedron Lett. 38 7353 (1997)
203. T Takahashi, H Tanaka, T Doi, H Yamada J. Synth. Org. Chem. Jpn. 56 987 (1998)
204. M Alami, F Ferri Synlett 755 (1996)
205. F Ferri. M Alami Tetrahedron Lett. 37 7971 (1996)
206. P A Wender, M J Tebbe Tetrahedron 50 1419 (1994)
207. Y Matsumoto, Y Kuwatani, I Ueda Tetrahedron Lett. 36 3197 (1995)
208. K Tochima, K Ohta, K Yanagawa, T Kano, M Nakata, M Kinoshita, S Matsumura J. Am. Chem. Soc. 117 10825 (1995)
209. M Eckhardt, R Brückner, J Suffert Tetrahedron Lett. 36 5167 (1995)
210. J Suffert, E Abraham, S Raeppel, R Brückner Liebigs Ann. 447 (1996)
211. K Brickmann, F Hambloch, J Suffert, R Brückner Liebigs Ann., 457 (1996)
212. K Toshima, K Yanagawa, K Ohta, T Kano, M Nakata Tetrahedron Lett. 35 1573 (1994)
213. M Bujard, F Ferri, M Alami Tetrahedron Lett. 39 4243 (1998)
214. I Churcher, D Hallett, P Magnus J. Am. Chem. Soc. 120 3518 (1998)
215. I Churcher, D Hallett, P Magnus J. Am. Chem. Soc. 120 10350 (1998)
216. I Churcher, D Hallett, P Magnus Tetrahedron 55 1597 (1999)
217. M D Shair, T-Y Yoon, S J Danishefsky Angew. Chem., Int. Ed. Engl. 34 1721 (1995)
218. S J Danishefsky, M D Shair J. Org. Chem. 61 16 (1996)
219. M D Shair, T Y Yoon, K K Mosny, T C Chou, S J Danishefsky J. Am. Chem. Soc. 118 9509 (1996)
220. J Aiyer, S A Hitchcock, D Denhart, K K-C Liu, S J Danishefsky, D M Crothers Angew. Chem., Int. Ed. Engl. 33 855 (1994)
221. A L Smith, E N Pitsinos, C-K. Hwang, Y Mizuno, H Saimoto, G R Scarlato, T Suzuki, K C Nicolaou J. Am. Chem. Soc. 115 7612 (1993)
222. D L J Clive, Y Tao, Y X Bo, Y-Z Hu, N Selvakumar, S Sun, S Daigneault, Y-J Wu Chem. Commun. 1341 (2000)
223. R S Coleman, E B Grant J. Am. Chem. Soc. 117 10889 (1995)
224. D L J Clive, N Selvakumar Chem. Commun. 2543 (1996)
225. D L J Clive, Y Bo, N Selvakumar. R McDonald, B D Santasiero Tetrahedron 55 3277 (1999)
226. S Piguel. G Ulibarri, D S Grierson Tetrahedron Lett. 40 291 (1999)
227. S Piguel, G Ulibarri, D S Grierson Tetrahedron Lett. 40 295 (1999)
228. A G Myers.M E Fraley.N J Tom J. Am. Chem. Soc. 116 11556 (1994)
229. A G Myers, M E Fraley, N J Tom, S B Cohen, D Madar J. Chem. Biol. 233 (1995)
230. Y Sakamoto, T Takahashi Synlett 513 (1995)
231. T Takahashi, Y Sakamoto, H Yamada, S Usui, Y Fukazama Angew. Chem., Int. Ed. Engl. 34 1345 (1995)
232. V M Lynch, R A Fairhurst, T N Iliadis, P Magnus, B E Davis Acta Crystallogr., Sect C. 51 782 (1995)
233. T Okita, M Isobe Tetrahedron 51 3737 (1995)
234. P Magnus, R Carter, M Davies, J Elliott, T Pitterna Tetrahedron 52 6283 (1996)
235. K C Nicolaou, J L Gross, M A Kerr, R H Lemus. K Ikeda, K Ohe Angew. Chem., Int. Ed. Engl. 33, 781 (1994)
236. A G Myers, N J Tom, M E Fraley, S B Cohen, D J Madar J. Am. Chem. Soc. 119 6072 (1997)
237. J Davies, H Wang, T Taylor, K Warabi, X-H Huang, R J Andersen Org. Lett. 7 5233 (2005)
238. M E Maier, F Bosse, A J Niestroj Eur. J. Org. Chem. 1 (1999)
239. H Masahiro Synth. Org. Chem. Jpn. 58 482 (2000)
240. L Banfi, G Guanti Angew. Chem., Int. Ed. Engl. 34 2393 (1995)
241. T Nishikawa, M Yoshikai, K Obi, T Kawai, R Unno, T Jomori, M Isobe Tetrahedron 51 9339 (1995)
242. L Banfi, A Basso, G Guanti Tetrahedron 53 3249 (1997)
243. L Banfi, G Guanti Eur. J. Org. Chem. 1543 (1998)
244. L Banfi, G Guanti Tetrahedron Lett. 41 6523 (2000)
245. L Banfi, G Guanti, A Basso Eur. J. Org. Chem. 939 (2000)
246. G Guanti, R Riva Org. Biomol. Chem. 1 3967 (2003)
247. H Tanaka, H Yamada, A Matsuda, T Takahashi Synlett 381 (1997)
248. G Guanti, R Riva Chem. Commun. 1171 (2000)
249. L Banfi, G Guanti Eur. J. Org. Chem. 3745 (2002)
250. G Guanti, S Perrozzi, R Riva Tetrahedron: Assimetry 9 3923 (1998)
251. G Guanti, S Perrozzi, R Riva Tetrahedron: Assimetry 13 2703 (2002)
252. L Banfi, G Guanti, A Mugnoli, R Riva Tetrahedron: Assimetry 9 2481 (1998)
253. V Farina, V Krishnamurthy, W J Scott Org. React. 50 1 (1997)
254. R Unno, H Michishita, H Inagaki, Y Baba, T Jomori, T Nishikawa, M Isobe Chem. Pharm. Bull. 45 125 (1997)
255. L Banfi, A Basso, V Gandolfo, G Guanti, R Riva Tetrahedron Lett. 45 4221 (2004)
256. Y P Hong, K S Ryoo, J H Choi J. Korean Chem. Soc. 48 447 (2004);
257. Chem. Abstr. 142 155698 (2005)
258. K. Iida, M Hirama J. Am. Chem. Soc. 116 10310 (1994)
259. I Sato, K Toyama, T Kikuchi, M Hirama Synlett 1308 (1998)
260. W Tuntiwechapikul, W M David, D Kumar, M Salazar, S M Kerwin Biochemistry 41 5283 (2002)
261. M Inoue, T Kikuchi, M Hirama Tetrahedron Lett. 45 6439 (2004)
262. S Caddick, S Khan J. Chem. Soc., Chem. Commun. 1971 (1995)
263. L Yu, S Mah, T Otani, P Dedon J. Am. Chem. Soc. 117 8877 (1995)
264. Y Okuno, T Iwashita, T Otani, Y Sugiura J. Am. Chem. Soc. 118 4729 (1996)
265. M Inoue, S Hatano, M Kodama, T Sasaki, T Kikuchi, M Hirama Org. Lett., 6 3833 (2004)
266. I Sato, T Kikuchi, M Hirama Chem. Lett. 511 (1999)
267. I Sato, Y Akahori, T Sasaki, T Kikuchi, M Hirama Chem. Lett. 867 (1999)
268. A G Myers, S D Goldberg Angew. Chem., Int. Ed. 39 2732 (2000)
269. T Sasaki, M Inoue, M Hirama Tetrahedron Lett. 42 5299 (2001)
270. T A Zeidan, S V Kovalenko, M Manoharan, I V Alabugin J. Org. Chem. 71 962 (2006)
271. A Basak, S S Bag, P A Majumder, A K Das, V Bertolasi J. Org. Chem. 69 6927 (2004)
272. I Suzuki, A Shigenaga, H Nemoto, M Shibuya Tetrahedron Lett. 45 1955 (2004)
273. S Yamaguchi, M Miyasato, K Tamao Chem. Lett. 1104 (2003)
274. T Kawano, H Inai, K Miyawaki, I Ueda Tetrahedron Lett. 46 1233 (2005)
275. M Fild, C Thöne, S Tötös Eur. J. Inorg. Chem. 749 (2004)
276. Amit Basak, K R Rudra, S S Bag, Ajoy Basak J. Chem. Soc., Perkin Trans. 1 1805 (2002)
277. A Basak, S S Bag, H M M Bdour Chem. Commun. 2614 (2003)
278. F S Fouad, J M Wright, G Plourade II, A D Purohit, J K Wyatt, A El-Shafey, G Huang, C F Crasto, Y Lin, G B Jones J. Org. Chem. 70 9789 (2005)
279. A Purohit, J Wyatt, G Hynd, J Wright, A El-Shafey, N Swamy, R R Ray, G B Jones Tetrahedron Lett. 42 8579 (2001)
280. G B Jones, J M Wright, G Hynd, J K Wyatt, M Yancisin, M A Brown Org. Lett. 2 1863 (2000)
281. C-F Lin, P-C Hsieh, W-D Lu, H-F Chiu, M-J Wu Bloorg. Med. Chem. 9 1707 (2001)
282. G B Jones, J M Wright, G W Plourde II, G Hynd, R S Huber, J E Mathews J. Am. Chem. Soc. 122 1937 (2000)
283. G B Jones, J M Wright, G W Plourde II, A D Purohit, J K Wyatt, G Hynd, F Fouad J. Am. Chem. Soc. 122 9872 (2000)
284. A E Clark, E R Davidson, J M Zaleski J. Am. Chem. Soc. 123 2650 (2001)
285. N Choy, B Blanco, J Wen, A Krishan, K C Russell Org. Lett. 2 3761 (2000)
286. H Gao, J A Katzenellenbogen, R Garg, C Hansch Chem. Rev. 99 723 (1999)
287. S Py, C W Harwig, S Banerjee, D L Brown, A G Fallis Tetrahedron Lett. 39 6139 (1998)
288. G B Jones, G Hynd, J M Wright, A Purohit, G W Plourde II, R S Huber, J E Mathews,. A Li, M W Kilgore, G J Bubley, M Yancisin, M A Brown J. Org. Chem. 66 3688 (2001)
289. C Meert, J Wang, P J De Clercq Tetrahedron Lett. 38 2179 (1997)
290. J Wang, P J De Clercq Angew. Chem., Int. Ed. Engl. 34 1749 (1995)
291. J Wang, P J De Clercq Tetrahedron Lett. 37 3395 (1996)
292. J D Spence, E D Cline, D M LLagostera, P S O'Toole Chem. Commun. 180 (2004)
293. M Nath, M Pink, J M Zaleski J. Am. Chem. Soc. 127 478 (2005)
294. F S Fouad, C F Crasto, Y Q Lin, G B Jones Tetrahedron Lett. 45 7753 (2004)
295. J J Wang, G F Han, J G Yin, X R Wu, Y Zhao, B A Gong, Y K Shim Chin. J. Chem. 21 674 (2003);
296. Index Chem. 173 668 082 (2004)