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Please use this identifier to cite or link to this item: https://scholars.lib.ntu.edu.tw/handle/123456789/177880
DC FieldValueLanguage
dc.contributor方俊民en
dc.contributor臺灣大學:化學研究所zh_TW
dc.contributor.author鄭名富zh
dc.contributor.authorCheng, Ming-Fuen
dc.creator鄭名富zh
dc.creatorCheng, Ming-Fuen
dc.date2005en
dc.date.accessioned2007-11-26T02:42:03Z-
dc.date.accessioned2018-07-10T05:19:10Z-
dc.date.available2007-11-26T02:42:03Z-
dc.date.available2018-07-10T05:19:10Z-
dc.date.issued2005-
dc.identifierzh-TWen
dc.identifier.urihttp://ntur.lib.ntu.edu.tw//handle/246246/51831-
dc.description.abstract第一部份:液相組合式合成1,4-Benzodiazepine-2,5-diones作為內皮素受體拮抗劑 我們利用2-nitrobenzoyl chloride作為anthranilic acid之合成對等物,於溶液相中合成出一系列1,4-benzodiazepine-2,5-dione衍生物。這些衍生物的N1、N4,與C3位置具有適當的取代基可以模擬endothelin-1之13-酪胺酸、14-苯丙胺酸、18-天門冬胺酸等胺基酸的支鏈。 基於成功的溶液相合成方法,我們亦發展了液相組合式合成法來建立1,4-benzodiazepine-2,5-diones分子庫。此一分子庫是以en
dc.description.abstractPart I: Liquid-Phase Combinatorial Synthesis of 1,4-Benzodiazepine-2,5-diones as Endothelin Receptor Antagonists A series of 1,4-benzodiazepine-2,5-diones are prepared by using 2-nitrobenzoyl chloride as a synthetic equivalent of anthranilic acid in solution-phase. The derivatives have appropriate substituents at N1-, N4- and C3-positions to mimic the amino acid residues of Try-13, Phe-14, and Asp-18 in endothelin-1. Upon the successful solution-phase synthesis of 1,4-benzodiazepine-2,5-diones, we also explore a liquid-phase combinatorial synthesis to construct a library of 1,4-benzodiazepine-2,5-diones. The library is established by using the starting materials ofen
dc.description.tableofcontents目錄…………………………………………………………………… I 流程目錄……………………………………………………………… V 圖目錄………………………………………………………………… XI 表目錄…………………………………………………………………XV 簡語表………………………………………………………………XVIII 中文摘要…………………………………………………………… XIX 英文摘要……………………………………………………………XXIII 第一部份:液相組合式合成1,4-Benzodiazepine-2,5-diones作為內皮素受體拮抗劑 1 緒論………………………………………………………… 1 1-1 組合式化學與醫藥研發…………………………………… 1 1-2 固相式有機合成法之簡介與實例………………………… 5 1-3 1,4-Benzodiazepine-2,5-diones之固相式有機合成……… 13 1-4 液相式有機合成法之簡介與實例…………………………22 1-5 內皮素與內皮素受體………………………………………42 1-6 內皮素受體拮抗劑…………………………………………45 1-7 以1,4-Benzodiazepine-2,5-diones作為新型內皮素受體拮抗 劑之研究動機與設計原理…………………………………49 2 結果與討論…………………………………………………51 2-1 溶液相系統中1,4-Benzodiazepine-2,5-diones之合成……51 2-1-1 1,4-Benzodiazepine-2,5-diones之逆合成分析與砌元種類… ………………………………………………………………51 2-1-2 1,4-Benzodiazepine-2,5-diones之溶液相合成…………… 58 2-1-3 1,4-Benzodiazepine-2,5-diones之官能基再修飾………… 77 2-1-4 1,4-Benzodiazepine-2,5-dione二聚體之設計與合成…… 80 2-2 液相組合式合成法合成1,4-Benzodiazepine-2,5-dione分子 庫……………………………………………………………86 2-2-1 利用Polyethylene Glycol作為可溶性高分子支撐物建構 1,4-Benzodiazepine-2,5-dione分子庫之合成策略……… 86 2-2-2 酯基鍵結模式下探討Polyethylene Glycol之承載容量… 90 2-2-3 合成Polyethylene Glycol支撐之三級醯胺類中間體…… 96 2-2-4 關鍵性的合環步驟-內醯胺化反應之探討…………… 103 2-2-5 完成1,4-Benzodiazepine-2,5-diones 之合成與Polyethylene Glycol支撐物之切除…………………………………… 112 2-2-6 建構1,4-Benzodiazepine-2,5-dione組合式分子庫………117 2-3 以1,4-Benzodiazepine-2,5-diones作為新型內皮素受體拮抗劑之生物活性測試……………………………………… 137 2-3-1 生物活性測試實驗-細胞內鈣離子濃度變化之螢光檢測法 …………………………………………………………………………137 2-3-2 生物活性測試結果……………………………………… 140 2-3-3 以1,4-Benzodiazepine-2,5-diones作為新型內皮素受體拮抗 劑之結構與活性關係…………………………………… 145 3 結論……………………………………………………… 149 第二部份:Spinosyn A生合成中間體類似物之合成:一個探討Polyketide組合式生物合成的研究方法 4 緒論……………………………………………………… 151 4-1 Polyketides、Polyketide Synthases,與Macrolides…… 152 4-2 組合式生物合成法……………………………………… 158 4-3 Spinosyn A之來源、分子結構,與生物活性………162 4-4 Spinosyn A之相關合成研究…………………………165 4-4-1 Lepicidin A之全合成…………………………………165 4-4-2 Spinosyn A之全合成…………………………………172 4-4-3 Spinosyn A之其它合成研究…………………………178 4-5 氧化還原酵素…………………………………………… 182 4-6 研究動機與設計原理…………………………………… 186 5 結果與討論……………………………………………… 190 5-1 設計與合成不同碳鏈長度之Polyketides……………… 190 5-1-1 Polyketide-C17之逆合成分析……………………………190 5-1-2 Polyketide-C17之合成研究………………………………195 5-1-3 其它Polyketides之合成研究…………………………… 213 5-1-4 酵素氧化反應之實驗結果(I)………………………… 216 5-2 設計與合成光學活性之Polyketides…………………… 218 5-2-1 (3R,7S)-Polyketide-C9之合成研究………………… 218 5-2-2 酵素氧化反應之實驗結果(II)……………………… 234 6 結論……………………………………………………… 233 7 實驗部份………………………………………………… 239 8 參考資料………………………………………………… 349 9 附錄……………………………………………………… 366zh_TW
dc.format.extent4398968 bytes-
dc.format.mimetypeapplication/pdf-
dc.languagezh-TWen
dc.language.isoen_US-
dc.subject液相組合式合成en
dc.subject內皮素en
dc.subject拮抗劑en
dc.subject組合式生物合成en
dc.subjectliquid-phase combinatorial synthesisen
dc.subjectendothelinen
dc.subjectantagonisten
dc.subjectcombinatorial biosynthesisen
dc.title第一部份:液相組合式合成1,4-Benzodiazepine-2,5-diones作為內皮素受體拮抗劑 第二部份:Spinosyn A生合成中間體類似物之合成:一個探討Polyketide組合式生物合成的研究方法zh
dc.titlePart I: Liquid-Phase Combinatorial Synthesis of 1,4-Benzodiazepine-2,5-diones as Endothelin Receptor Antagonists Part II: Synthesis of Biosynthetic Intermediate Analogues of Spinosyn A: An Approach to Investigation of Polyketide Combinatorial Biosynthesisen
dc.typethesisen
dc.identifier.uri.fulltexthttp://ntur.lib.ntu.edu.tw/bitstream/246246/51831/1/ntu-94-F89223024-1.pdf-
dc.relation.reference1. Thompson, L. A.; Ellman, J. A. Chem. Rev. 1996, 96, 555. 2. Gordon, E. M.; Gallop, M. A.; Patel, D. V. Acc. Chem. Res. 1996, 29, 144. 3. Balkenhohl, F.; von dem Bussche-Huennefeld, C.; Lansky, A.; Zechel, C. Angew. Chem., Int. Ed. 1996, 35, 2289. 4. Wilson, S. R.; Czarnik, A. W.; Eds. In Combinatorial Chemistry, Synthesis and Application; Wiley: New York, 1997. 5. Obrecht, D.; Villalgordo, J. M. In Solid-supported combinatorial and parallel synthesis of small-molecular-weight compound libraries;Baldwin, J. E., Williams, R. M., Eds.; Elsevier Science: Oxford, U.K., 1998. 6. Kerwin, J. F. In Combinatorial Chemistry and Molecular Diversity in Drug Discovery; Gordon, E. M., Kerwin, F. F., Eds.; Wiley-Liss: New York, 1998; p 475. 7. Booth, R. J.; Hodges, J. C. Acc. Chem. Res. 1999, 32, 18. 8. Franzen, R. G. J. Comb. Chem. 2000, 2, 195. 9. Kirschning, A.; Monenschein, H.; Wittenberg, R. Chem. Eur. J. 2000, 6, 4445. 10. Bhattacharyya, S. Curr. Med. Chem. 2001, 8, 1383. 11. Bräse, S.; Gil, C.; Knepper, K. Bioorg. Med. Chem. 2002, 10, 2415. 12. Ganesan, A. Drug Discovery Today 2002, 7, 47. 13. Boyle, N. A.; Janda, K. D. Curri. Opin. Chem. Biol. 2002, 6, 339. 14. Sun, C.-M. Comb. Chem. High Throughput Screening 1999, 2, 299. 15. Wentworth, P. Trends Biotechnol. 1999, 17, 448. 16. Boger, D. L.; Goldberg, J. In Combinatorial Chemistry; Fenniri, H., Ed.; Oxford University: Oxford, 2000; pp 303. 17. Sugawara, T.; Cork, D. G. in Combinatorial Chemistry; Fenniri, H., Ed.; Oxford University Press: Oxford, 2000; pp 373. 18. Bhattacharyya, S. Indian J. Chem., B 2001, 40B, 878. 19. Weinbrenner, S. Methods Princuples Med. Chem. 2000, 9, 22. 20. Krepinsky, J. J.; Douglas, S. P. In Solid Support Oligosaccharide Synthesis and Combinatorial Carbohydrate Libraries; Seeberger, P. H., Ed.; Wiley: New York, 2001; pp 175. 21. Kirschning, A.; Monenschein, H.; Wittenberg, R. Angew. Chem., Int. Ed. Engl. 2001, 40, 650. 22. Hird, N.; Itoh, K. Yuki Gosei Kagaku Kyokaishi 2002, 60, 508. 23. Maclean, D.; Baldwin, J. J.; Ivanov, V. T.; Kato, Y.; Shaw, A.; Schneider, P.; Gordon, E. M. J. Comb. Chem. 2000, 2, 562. 24. 科學發展,2002年5月,353期。 25. Merrifield, R. B. J. Am. Chem. Soc. 1963, 85, 2419. 26. Letsinger, R. L.; Mahadevan, V. J. Am. Chem. Soc. 1965, 87, 3526. 27. Frechet, J. M.; Schuerch, C. J. Am. Chem. Soc. 1971, 93, 492. 28. Bunin, B. A.; Ellman, J. A. J. Am. Chem. Soc. 1992, 114, 10997. 29. Bräse, S.; Gil, C.; Knepper, K. Bioorg. Med. Chem. 2002, 10, 2415. 30. Blaney, P.; Grigg, R.; Sridharan, V. Chem. Rev. 2002, 102, 2607. 31. Bhalay, G.; Blaney, P.; Palmer, V. H.; Baxter, A. D. Tetrahedron Lett. 1997, 38, 8375. 32. Berry, J. M.; Howard, P. W.; Thurston, D. E. Tetrahedron Lett. 2000, 41, 6171. 33. Boojamra, C. G.; Burow, K. M.; Ellman, J. A. J. Org. Chem. 1995, 60, 5742. 34. Boojamra, C. G.; Burow, K. M.; Thompson L. A.; Ellman, J. A. J. Org. Chem. 1997, 62, 1240. 35. Goff, D. A.; Zuckermann, R. N. J. Org. Chem. 1995, 60, 5744. 36. Mayer, J. P.; Zhang, J.; Bjergarde, K.; Lenz, D. M.; Gaudino, J. J. Tetrahedron Lett. 1996, 37, 8081. 37. Hulme, C.; Peng, J.; Morton, G.; Salvino, J. M.; Herpin, T.; Labaudiniere, R. Tetrahedron Lett. 1998, 39, 7227. 38. Backes, B. J.; Virgilio, A. A.; Ellman, J. A. J. Am. Chem. Soc. 1996, 118, 3055. 39. Kennedy, A. L.; Fryer, A. M.; Fosey, J. A. Org. Lett. 2002, 4, 1167. 40. Ettmayer, P.; Chloupek, S.; Weigand, K. J. Comb. Chem. 2003, 5, 253. 41. Han, H.; Wolfe, M. M.; Brenner, S,; Janda, K. D. Proc. Natl. Acad. Sci. USA 1995, 92, 6419. 42. Gravert, D. J; Janda, K. D. Chem. Rev. 1997, 97, 489. 43. Blattner, C. G.; König, W. A.; Stenzel, W.; Schotten, T. J. Org. Chem. 1999, 64, 3885. 44. Sun, C.-M.; Shey, J.-Y. J. Comb. Chem. 1999, 1, 361. 45. Yeh, C.-M.; Tung, C.-L.; Sun, C.-M. J. Comb. Chem. 2000, 2, 341. 46. Sauvagnat, B.; Kulig, K.; Lamaty, F.; Lazaro, R.; Martinez, J. J. Comb. Chem. 2000, 2, 134. 47. Bendale, P. M.; Sun, C.-M. J. Comb. Chem. 2002, 4, 359. 48. Yeh, W.-B.; Sun, C.-M. J. Comb. Chem. 2004, 6, 279. 49. Reger, T. S.; Janda, K. D. J. Am. Chem. Soc. 2000, 122, 6929. 50. Talukdar, S.; Chen, R.-J.; Chen, C.-T.; Lo, L.-C.; Fang, J.-M. J. Comb. Chem. 2001, 3, 341. 51. Wentworth, A. D.; Wentworth, P., Jr.; Mansoor, U. F.; Janda, K. D. Org. Lett. 2000, 2, 477. 52. Benaglia, M.; Annunziata, R.; Cinquini, M,; Cozzi, F.; Ressel, S. J. Org. Chem. 1998, 63, 8628. 53. Reed, N. N.; Janda, K. D. Org. Lett. 2000, 2, 1311. 54. Yanagisawa, M.; Kurihara, H.; Kimura, S.; Tomobe, Y.; Kobayashi, M.; Mitsui, Y.; Yazaki, Y.; Goto, K.; Masaki, T. Nature 1988, 332, 311. 55. (a) Ohlstein, E. H.; Ruffolo, R. R., Jr.; In Endothelin Receptors: from the Gene to the Human, Ed., Ruffolo, R. R., Jr.; CRC: Boca Raton, Fla., 1995, 1. (b) Ohlstein, E. H.; Elliott, J. D.; Feuerstein, G. Z.; Ruffolo, R. R., Jr. Med. Res. Rev. 1996, 16, 365. (c) Mateo, A. O.; De Artinano, A. A. Pharmacol. Res. 1997, 36, 339. (d) Webb, M. L.; Krystek, S. R., Jr.; In Endothelin Recept. Signaling Mech., Eds., Pollock, D. M.; Highsmith, R. F.; Springer: Berlin, 1998, 67. (e) Masaki, T.; Ninomiya, H.; Sakamoto, A.; Okamoto, Y. Mol. Cell. Biochem. 1999, 190, 153. (f) Hlavacek, J.; Marcova, R. Collect. Czech. Chem. Commun. 1999, 64, 1211. (g) Goldie, R. G. Clin. Exp. Pharmacol. Physiol. 1999, 26, 145. (h) Schiffrin, E. L. Am. J. Hypertension 2001, 14, 83S-89S. (i) Ergul, A. Pharmacotherapy 2002, 22, 54. (j) Greenberg, B. H. Congestive Heart Failure 2002, 8, 257. (k) Prasanna, G.; Narayan, S.; Krishnamoorthy, R. R.; Yorio, T. Molec. Cell. Biochem. 2003, 253, 71. 56. Wallace, B. A.; Janes, R. W.; Bassolino, D. A.; Krysteck, S. R.; Jr. Protein Sci. 1995, 4, 75. 57. (a) Sakurai, T.; Yanagisawa, M.; Masaki, T. Trends Pharmacol. Sci. 1992, 13, 103. (b) Lin, W.-W.; Chuang, D. M. Mol. Pharmacol. 1993, 44, 158. (c) Yu, H.-M.; Tseng, M.-J.; Fang, J.-M.; Phutrakul, S.; Chen, S.-T. Electrophoresis 2004, 25, 1034. 58. Ishikawa, K.; Fukami, T.; Nagase, T.; Fujita, K.; Hayama, T.; Niyama, K,; Mase, T,; Ihara, M.; Yano, M. J. Med. Chem. 1992, 35, 2139. 59. (a) Bunker, A. M.; Edmunds, J. J.; Berryman, K. A.; Walker, D. M.; Flynn, M. A.; Welch, K. M.; Doherty, A. M. Bioorg. Med. Chem. Lett. 1996, 6, 1061. (b) Bunker, A. M.; Edmunds, J. J.; Berryman, K. A.; Walker, D. M.; Flynn, M. A.; Welch, K. M.; Doherty, A. M. Bioorg. Med. Chem. Lett. 1996, 6, 1367. 60. Zhang, J.; Didierlaurent, S.; Fortin, M.; Lefrancois, D.; Uridat, E.; Vevert, J. P. Bioorg. Med. Chem. Lett. 2000, 10, 2575. 61. Babu, G.; Yu, H.-M.; Yang, S.-M.; Fang, J.-M. Bioorg. Med. Chem. Lett. 2004, 14, 1129. 62. (a) Elliott, J. D.; Lago, M. A.; Cousins, R. D.; Gao, A.; Leber, J. D.; Erhard, K. F.; Nambi, P.; Elshourbagy, N. A.; Kumar, C.; Lee, J. A.; Bean, J. W.; DeBrosse, C. W.; Eggleston, D. S.; Brooks, D. P.; Feuerstein, G.; Ruffolo, R. R.; Weinstock, J.; Gleason, J. G.; Peishoff, C. E.; Ohlstein, E. H. J. Med. Chem. 1994, 37, 1553. (b) Clark, W. M.; Tickner-Eldridge, A. M.; Huang, G. K.; Pridgen, L. N.; Olsen, M. A.; Mills, R. J.; Lantos, I.; Baine, N. H. J. Am. Chem. Soc. 1998, 120, 4550. (c) Clark, W. M. Curr. Opin. Drug Discovery Dev. 1999, 2, 565. (d) Song, Z. J.; Zhao, M.; Desmond, R.; Devine, P.; Tschaen, D. M.; Tillyer, R.; Frey, L.; Heid, R.; Xu, F.; Foster, B.; Li, J.; Reamer, R.; Volante, R.; Grabowski, E. J. J.; Dolling, U. H.; Reider, P. J.; Okada, S.; Kato, Y.; Mano, E. J. Org. Chem. 1999, 64, 9658. 63. Itoh, S.; Sasaki, T.; Ide, K.; Ishikawa, K.; Nishikibe, M.; Yano, M. Biochem. Biophys. Res. Commun. 1993, 195, 969. 64. Mihara, S.-I.; Nakajima, S.; Matumura, S.; Kohnoike, T.; Fujimoto, M. J. Pharmacol. Exp. Ther. 1994, 268, 1. 65. Seo, B.; Oemar, B. S.; Siebenmann, R.; Von Segesser, L.; Luscher, T. F. Circulation 1994, 89, 1320. 66. Webb, R. R.; Barker, P. R.; Baier, M.; Reynolds, M. E.; Robarge, K. D.; Blackburn, B. K.; Tichler, M. H.; Weese, K. J. Tetrahedron Lett. 1994, 35, 2113. 67. Armstrong, R.; Combs, A.; Tempest, P.; Brown, D.; Keating, T. Acc. Chem. Res. 1996, 29, 123. 68. Ellman, J. A. Acc. Chem. Res. 1996, 29, 132. 69. Moroder, L.; Lutz, J.; Grams, F.; Rudolph-Böhner, S.; Ösapay, G.; Goodman, M.; Kolbeck, W. Biopolymers 1996, 38, 295. 70. Hulme, C.; Cherrier, M.-P. Tetrahedron Lett. 1999, 40, 5295. 71. Osman, A. N.; El-Gendy, A. A.; Omar, R. H.; Wagdy, L.; Omar, A. H. Indian J. Chem., B 2002, 41B, 871. 72. Gu, Z.-Q.; Wong, G.; Dominguez, C.; Costa, B. R.; Rice, K. C.; Skolnick, P. J. Med. Chem. 1993, 36, 1001. 73. Akssira, M.; Boumzebra, M.; Kasmi, H.; Dahdouh, A.; Roumestant, M. L.; Viallefont, Ph. Synth. Commun. 1993, 23, 2265. 74. Karp, G. M. J. Org. Chem. 1995, 60, 5814. 75. Mori, M.; Ishikura, M.; Ikeda, T.; Ban, Y. Heterocycles, 1981, 16, 1491. 76. Keating, T. A.; Armstrong, R. W. J. Org. Chem. 1996, 61, 8935. 77. A.-M, A. F.; Carson, K. G.; Harris, B. D.; Maryanoff, C. A.; Shah, R. D. J. Org. Chem. 1996, 61, 3849. 78. Akssira, M.; Boumzebra, M.; Kasmi, H.; Dahdouh, A.; Roumestant, M. L.; Viallefont, Ph. Synth. Commun. 1993, 23, 2265. 79. Karp, G. M. J. Org. Chem. 1995, 60, 5814. 80. Eguchi, S.; Yamashita, K.; Matsushita, Y. Synlett. 1992, 295. 81. Shey, J.-Y.; Sun, C.-M. Tetrahedron Lett. 2002, 43, 1725. 82. Cheng, M.-F.; Fang, J.-M. J. Comb. Chem. 2004, 6, 99. 83. Tseng, M.-J.; Detjen, K.; Struk, V.; Logsdon, C. D. J. Biol. Chem. 1995, 270, 18858. 84. Arai, H.; Hori, H.; Aramori, I.; Ohkubo, H.; Nakanishi, S. Nature 1990, 348, 730. 85. (a) Sakurai, T.; Yanagisawa, M.; Takuwa, Y.; Miyazaki, H.; Kimura, S.; Goto, K.; Masaki, T. Nature 1990, 348, 732. (b) Sakamoto, A.; Yanagisawa, M.; Tsujimoto, G.; Nakao, K.; Toyooka, T.; Masaki, T. Biochem. Biophys. Res. Commun. 1994, 200, 679. 86. (a) Grynkiewicz, G.; Poenie, M.; Tsien, R. Y. J. Biol. Chem. 1985, 260, 3440. (b) Lin, W.-W.; Chuang, D. M. Mol. Pharmacol. 1993, 44, 158. 87. Birch, A. J. Science 1967, 156, 202. 88. Hopwood, D. A. Curr. Opin. Biotechnol. 1993, 4, 531. 89. Donadio, S.; Staver, M. J.; McAlpine, J. B.; Swanson, S. J.; Katz, L. Science 1991, 252, 675. 90. Hopwood, D. A. Chem. Rev. 1997, 97, 2465. 91. Katz, L. Chem. Rev. 1997, 97, 2557. 92. Khosla, C. Chem. Rev. 1997, 97, 2577. 93. McDaniel, R.; Ebert-Khosla, S.; Hopwood, D. A.; Khosla, C. Nature 1995, 375, 549. 94. Cane, D. E. Science 1994, 263, 338. 95. Rohr, J. Angew. Chem. Int. Ed. 1995, 34, 881. 96. Kramer, P. J.; Zawada, R. J. X.; McDaniel, R.; Hutchinson, C. R.; Hopwood, D. A.; Khosla, C. J. Am. Chem. Soc. 1997, 119, 635. 97. Gerlitz, M.; Udvarnoki, G.; Rohr, J. Angew. Chem. Int. Ed. 1995, 34, 1617. 98. Udvarnoki, G.; Wagner, C.; Machinek, R.; Rohr, J. Angew. Chem. Int. Ed. 1995, 34, 565. 99. Decker, H.; Haag, S.; Udvarnoki, G.; Rohr, J. Angew. Chem. Int. Ed. 1995, 34, 1107. 100. Wohlert, S.-E.; Blanco, G.; Lombo, F.; Fernandez, E.; Brana, A. F.; Reich, S.; Udvarnoki, G.; Mendez, C.; Decker, H.; Frevert, J.; Salas, J. A.; Rohr, J. Angew. Chem. Int. Ed. 1998, 120, 10596. 101. Schneider, T. L.; Walsh, C. T.; O’Connor, S. E. J. Am. Chem. Soc. 2002, 124, 11272. 102. Boeck, L. D.; Chio, E. H.; Eaton, T. E.; Godfrey, O. W.; Michel, K. H.; Nakatsukasa, W. M.; Yao, R. C.; Eur. Pat. Appl. 375316, 1990; Chem. Abstr. 1991, 114, 80066. 103. Kirst, H. A.; Michel, K. H.; Martin, J. W.; Creemer, L. C.; Chio, E. H.; Yao, R. C.; Nakatsukasa, W. M.; Boeck, L. B.; Occolowitz, J. L.; Paschal, J. W.; Deeter, J. B.; Jones, N. D.; Thompson, G. D. Tetrahedron Lett. 1991, 32, 4839. 104. Martynow, J. G.; Kirst, H. A. J. Org. Chem. 1994, 59, 1548. 105. Kirst, H. A.; Michel, K. H.; Mynderse, J. S.; Chio, E. H.; Yao, R. C.; Nakatsukasa, W. M.; Boeck, L. B.; Occolowitz, J. L.; Paschal, J. W.; Deeter, J. B.; Thompson, G. D. In Synthesis and Chemistry of Agrochemicals III; Baker, D. R.; Fenyes, J. G.; Steffens, J. J., Eds.; ACS Symposium Series No. 504; American Chemical Society: Washington, DC, 1992. 106. Bu’Lock, J. D. Polyketide Biosynthesis. In Comprehensive Organic Chemistry; Barton, D. H. R., Ollis, W. D., Eds.; Pergamon: Elmsford: New York, 1979; Vol. 5, pp 927. 107. Albano, E. L.; Horton, D. Carbohyd. Res. 1969, 11, 485. 108. Paul, R.; Tchelitcheff, S. Bull. Chim. Soc. France, 1957, 734. 109. (a) Jomon, K.; Kuroda, Y.; Ajisaka, M.; Sakai, H. J. Antibiot. 1972, 25, 271. (b) Ito, S.; Hirata, Y. Tetrahedron Lett. 1972, 2557. (c) Ito, S.; Hirata, Y. Bull. Chim. Soc. Jpn, 1979, 32, 193. 110. (a) Aizawa, S.; Akutsu, H.; Satomi, T.; Taguchi, R.; Seino, A. J. Antibiot. 1979, 32, 193. (b) Seto, H.; Yonehara, H.; Aizawa, S.; Akutsu, H.; Clardy, J.; Arnold, E.; Tanabe, M.; Urano, S. Tennen Yuki Kagobutsu Torokai Koen Yoshishu 1979, 394; Chem. Abstr. 1980, 92, 211459u. 111. Creemer, L. C.; Kirst, H. A.; Paschal, J. W. J. Antibiot. 1998, 51, 795. 112. Soark, T. C.; Crouse, G. D.; Durst, G. Pest. Management Sci. 2001, 57, 896. 113. Evans, D. A.; Black, W. C. J. Am. Chem. Soc. 1992, 114, 2260. 114. Evans, D. A.; Black, W. C. J. Am. Chem. Soc. 1993, 115, 4497. 115. Paquette, L. A; Gao, Z.; Ni, Z.; Smith, G. F. J. Am. Chem. Soc. 1998, 120, 2543. 116. Paquette, L. A; Collado, I.; Purdie, M. J. Am. Chem. Soc. 1998, 120, 2553. 117. (a) Frank, S. A.; Roush, W. R. J. Org. Chem. 2002, 67, 4316. (b) Mergott, D. J.; Frank, S. A.; Roush, W. R. Proc. Natl. Acad. Sci. USA 2004, 101, 11955. 118. Mergott, D. J.; Frank, S. A.; Roush, W. R. Org. Lett. 2002, 4, 3157. 119. Roush, W. R.; Kageyamy, M. Tetrahedron Lett. 1985, 26, 4327. 120. Boeckman, R. K., Jr.; Barta, T. E. J. Org. Chem. 1985, 50, 3421. 121. Blanchett, M. A.; Choy, W.; Davids, J. T.; Essenfeld, A. P.; Masamune, S.; Roush, W. R.; Sakai, T. Tetrahedron Lett. 1984, 25, 2183. 122. Wong, C.-H.; Whitesides, G. M. In Enzymes in synthetic organic chemistry; Baldwin, J. E., Eds.; Pergamon: New York, 1994. 123. (a) Martynow, J. G.; Kirst, H. A. J. Org. Chem. 1994, 59, 1548. (b) Waldron, C.; Matsushima, P.; Posteck, P. R., Jr.; Broughton, M. C.; Turner, J.; Madduri, K.; Crawford, K. P.; Merlo, D. J.; Baltz, R. H. Chem. Biol. 2001, 8, 487. (c) Madduri, K.; Waldron, C.; Matsushima, P.; Broughton, M. C.; Crawford, K.; Merlo, D. J.; Baltz, R. H. J. Indust. Microbiol. Biotech, 2001, 27, 399. (d) Martin, C. J.; Timoney, M. C.; Sheridan, R. M.; Kendrew, S. G.; Wilkinson, B.; Staunton, J.; Leadlay, P. F.; Org. Biomol. Chem. 2003, 1, 4144. (e) Oikawa, H. J. Org. Chem. 2003, 68, 3552. 124. Bellassoued, M.; Majidi, A. J. Org. Chem. 1993, 58, 2517. 125. Clarke, T. C.; Wendling, L. A.; Bergman, R. G. J. Am. Chem. Soc. 1977, 99, 2740. 126. Corey, E. J.; Venkateswarlu, A. J. Am. Chem. Soc. 1972, 94, 6190. 127. Lee, D. G.; Chen, T. in Comprehensive Organic Synthesis (Trost, B. M.; Fleming, I., Eds.), Pergamon: Oxford, 1991, Vol. 7, Chap. 3.8. 128. Boutagy, J.; Thomas. R. Chem. Rev. 1974, 74, 87. 129. Attenburrow, J.; Cameron, A. F. B.; Chapman, J. H.; Evans, R. M.; Hems, B. A.; Jansen, A. B. A.; Walker, T. J. Chem. Soc. 1952, 1094. 130. Hudlicky, T.; Natchus, M. G.; Kwart, L. D.; Colwell, B. L. J. Org. Chem. 1985, 50, 4300. 131. Yakura, T.; Yamada, S.; Kunimune, Y.; Ueki, A.; Ikeda, M. J. Chem. Soc., Perkin Trans. 1997, 1, 3643. 132. Saito, S.; Shiozawa, M.; Yamamoto, H. Angew. Chem. Int. Ed. 1999, 38, 1769. 133. Kinoshita, M.; Takami, H.; Taniguchi, M.; Tamai, T. Bull. Chem. Soc. Jpn., 1987, 60, 2151. 134. Wetter, H.; Oertle, K. Tetrahedron Lett. 1985, 26, 5515. 135. Cunico, R. F.; Bedell, L. J. Org. Chem. 1980, 45, 4797. 136. Finn, M. G.; Sharpless, K. B.; in Asymmertic Synthesis (Morrison, J. D., Ed.), Academic: New York, 1985, Vol. 5, Chap. 8. 137. Kim, C. U.; Lew, W.; Williams, M. A.; Wu, H.; Zhang, L.; Chen, X.; Escarpe, P. A.; Mendel, D. B.; Laver, W. G.; Stevens, R. C. J. Med. Chem. 1998, 41, 2451. 138. (a) Kobayashi, S.; Furuya, M.; Ohtsubo, A.; Mukaiyama, T. Tetrahedron: Asymmetry 1991, 2, 635. (b) Kobayashi, S.; Uchiro, H.; Shiina, I.; Mukaiyama, T. Tetrahedron 1993, 49, 1761. 139. (a) Carreira, E. M.; Singer, R. A. Tetrahedron Lett. 1994, 35, 4323. (b) Carreira, E. M.; Singer, R. A.; Lee, W. J. Am. Chem. Soc. 1994, 116, 8837. 140. Jannet, H. B.; Mourabit, A. Al.; Gateau-Olesker, A.; Marazano, C.; Mighri, Z. Tetrahedron: Asymmetry 1999, 10, 2381. 141. Corey, E. J.; Bakshi, R. K.; Shibata, S.; Chen, C.-P.; Singh, V. K. J. Am. Chem. Soc. 1987, 109, 7925. 142. (a) Evans. D. A.; Bartroli, J.; Shih, T. L. J. Am. Chem. Soc. 1981, 103, 2127. (b) Evans, D. A.; Tedrow, J. S.; Shaw, J. T.; Downey, C. W. J. Am. Chem. Soc. 2002, 124, 392. (c) Cane, D. E.; Kudo, F.; Kinoshita, K.; Khosla, C. Chemistry & Biology 2002, 9, 131. (d) Harrison, B. A.; Pasternak, G. W.; Verdine, G. L. J. Med. Chem. 2003, 46, 677. 143. (a) Kiyooka, S.-i.; Kaneko, Y.; Komura, M.; Matsuo, H.; Nakano, M. J. Org. Chem. 1991, 56, 2276. (b) Kiyooka, S.-i.; Kaneko, Y.; Kume, K. Tetrahedron Lett. 1992, 33, 4927. (c) Kiyooka, S.-i.; Hena, M. A. J. Org. Chem. 1999, 64, 5511. 144. Shin, J.; Lee, H.-S.; Kim, J.-Y.; Shin, H. J.; Ahn, J.-W.; Paul, V, J. J. Nat. Prod. 2004, 67, 1889.zh_TW
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