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Chemical Communications

Volumn , Issue 42, 2008, Pages 5372-5374

Internal amide-triggered cycloaromatization of maduropeptin-like nine-membered enediyne

(4) Norizuki, Yutaro a Komano, Kazuo a Sato, Itaru a Hirama, Masahiro a

a TOHOKU UNIVERSITY (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; ANTINEOPLASTIC ANTIBIOTIC; ENEDIYNE; MADUROPEPTIN; UNCLASSIFIED DRUG;

AROMATIZATION; ARTICLE; CHROMATOPHORE; CYCLIZATION; DRUG SYNTHESIS; STAUDINGER REACTION;

EID: 55349105820 PISSN: 13597345 EISSN: None Source Type: Journal
DOI: 10.1039/b811355f Document Type: Article

Times cited : (9)

References (53)

1
- 0025804173
- M. Hanada H. Ohkuma T. Yonemoto K. Tomita M. Ohbayashi H. Kamei T. Miyaki M. Konishi H. Kawaguchi S. Forenza J. Antibiot. 1991 44 403
- (1991) J. Antibiot. , vol.44 , pp. 403
- Hanada, M.¹ Ohkuma, H.² Yonemoto, T.³ Tomita, K.⁴ Ohbayashi, M.⁵ Kamei, H.⁶ Miyaki, T.⁷ Konishi, M.⁸ Kawaguchi, H.⁹ Forenza, S.¹⁰

2
- 0028127263
- D. R. Schroeder K. L. Colson S. E. Klohr N. Zein D. R. Langley M. S. Lee J. A. Matson T. W. Doyle J. Am. Chem. Soc. 1994 116 9351
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 9351
- Schroeder, D.R.¹ Colson, K.L.² Klohr, S.E.³ Zein, N.⁴ Langley, D.R.⁵ Lee, M.S.⁶ Matson, J.A.⁷ Doyle, T.W.⁸

3
- 0029112037
- N. Zein W. Solomon K. L. Colson D. R. Schroeder Biochemistry 1995 34 11591
- (1995) Biochemistry , vol.34 , pp. 11591
- Zein, N.¹ Solomon, W.² Colson, K.L.³ Schroeder, D.R.⁴

4
- 0030003961
- A. L. Smith K. C. Nicolaou J. Med. Chem. 1996 39 2103
- (1996) J. Med. Chem. , vol.39 , pp. 2103
- Smith, A.L.¹ Nicolaou, K.C.²

5
- 0003787433
- D. H. R. Barton and K. Nakanishi, Pergamon, Oxford, p. 553
- Z. Xi and I. H. Goldberg, in Comprehensive Natural Product Chemistry, ed., D. H. R. Barton, and, K. Nakanishi,, Pergamon, Oxford, 1999, vol. 7, p. 553
- (1999) Comprehensive Natural Product Chemistry, Ed.
- Xi, Z.¹ Goldberg In, I.H.²

6
- 34547441348
- For related chromoprotein antibiotics, C-1027, see:
- M. Kar A. Basak Chem. Rev. 2007 107 2861
- (2007) Chem. Rev. , vol.107 , pp. 2861
- Kar, M.¹ Basak, A.²

7
- 0027526565
- K. Yoshida Y. Minami R. Azuma M. Saeki T. Otani Tetrahedron Lett. 1993 34 2637
- (1993) Tetrahedron Lett. , vol.34 , pp. 2637
- Yoshida, K.¹ Minami, Y.² Azuma, R.³ Saeki, M.⁴ Otani, T.⁵

8
- 0027163951
- K. Iida T. Ishii M. Hirama T. Otani Y. Minami K. Yoshida Tetrahedron Lett. 1993 34 4079
- (1993) Tetrahedron Lett. , vol.34 , pp. 4079
- Iida, K.¹ Ishii, T.² Hirama, M.³ Otani, T.⁴ Minami, Y.⁵ Yoshida, K.⁶

9
- 0030575361
- Kedarcidin:
- K. Iida S. Fukuda T. Tanaka M. Hirama S. Imajo M. Ishiguro K. Yoshida T. Otani Tetrahedron Lett. 1996 37 4997
- (1996) Tetrahedron Lett. , vol.37 , pp. 4997
- Iida, K.¹ Fukuda, S.² Tanaka, T.³ Hirama, M.⁴ Imajo, S.⁵ Ishiguro, M.⁶ Yoshida, K.⁷ Otani, T.⁸

10
- 0026783681
- J. E. Leet D. R. Schroeder S. J. Hofstead J. Golik K. L. Colson S. Huang S. E. Klohr T. W. Doyle J. A. Matson J. Am. Chem. Soc. 1992 114 7946
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 7946
- Leet, J.E.¹ Schroeder, D.R.² Hofstead, S.J.³ Golik, J.⁴ Colson, K.L.⁵ Huang, S.⁶ Klohr, S.E.⁷ Doyle, T.W.⁸ Matson, J.A.⁹

11
- 0031465920
- S. Kawata S. Ashizawa M. Hirama J. Am. Chem. Soc. 1997 119 12012
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 12012
- Kawata, S.¹ Ashizawa, S.² Hirama, M.³

12
- 34247867982
- For the structure and reactivity of nine-membered enediynes, see:
- F. Ren P. C. Hogan A. J. Anderson A. G. Myers J. Am. Chem. Soc. 2007 129 5381
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 5381
- Ren, F.¹ Hogan, P.C.² Anderson, A.J.³ Myers, A.G.⁴

13
- 0029113989
- K. Iida M. Hirama J. Am. Chem. Soc. 1995 117 8875
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 8875
- Iida, K.¹ Hirama, M.²

14
- 0000049521
- M. Hirama Pure Appl. Chem. 1997 69 525
- (1997) Pure Appl. Chem. , vol.69 , pp. 525
- Hirama, M.¹

15
- 6044276841
- T. Usuki T. Mita M. J. Lear P. Das F. Yoshimura M. Inoue M. Hirama K. Akiyama S. Tero-Kubota Angew. Chem., Int. Ed. 2004 43 5249
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 5249
- Usuki, T.¹ Mita, T.² Lear, M.J.³ Das, P.⁴ Yoshimura, F.⁵ Inoue, M.⁶ Hirama, M.⁷ Akiyama, K.⁸ Tero-Kubota, S.⁹

16
- 33947325164
- and references therein
- M. Hirama K. Akiyama P. Das T. Mita M. J. Lear K. Iida I. Sato F. Yoshimura T. Usuki S. Tero-Kubota Heterocycles 2006 69 83
- (2006) Heterocycles , vol.69 , pp. 83
- Hirama, M.¹ Akiyama, K.² Das, P.³ Mita, T.⁴ Lear, M.J.⁵ Iida, K.⁶ Sato, I.⁷ Yoshimura, F.⁸ Usuki, T.⁹ Tero-Kubota, S.¹⁰

17
- 40149101319
- K. Iso M. Inoue N. Kato M. Hirama Chem.-Asian J. 2008 3 447
- (2008) Chem.-Asian J. , vol.3 , pp. 447
- Iso, K.¹ Inoue, M.² Kato, N.³ Hirama, M.⁴

18
- 5644251929
- N. Kato S. Shimamura Y. Kikai M. Hirama Synlett 2004 2107
- (2004) Synlett , pp. 2107
- Kato, N.¹ Shimamura, S.² Kikai, Y.³ Hirama, M.⁴

19
- 1642278107
- N. Kato S. Shimamura S. Khan F. Takeda Y. Kikai M. Hirama Tetrahedron 2004 60 3161
- (2004) Tetrahedron , vol.60 , pp. 3161
- Kato, N.¹ Shimamura, S.² Khan, S.³ Takeda, F.⁴ Kikai, Y.⁵ Hirama, M.⁶

20
- 0033810150
- S. Khan N. Kato M. Hirama Synlett 2000 1494
- (2000) Synlett , pp. 1494
- Khan, S.¹ Kato, N.² Hirama, M.³

21
- 0031973419
- C. Roger D. S. Grierson Tetrahedron Lett. 1998 39 27
- (1998) Tetrahedron Lett. , vol.39 , pp. 27
- Roger, C.¹ Grierson, D.S.²

22
- 0030877880
- J. Suffert D. Toussaint Tetrahedron Lett. 1997 38 5507
- (1997) Tetrahedron Lett. , vol.38 , pp. 5507
- Suffert, J.¹ Toussaint, D.²

23
- 0030947289
- K. C. Nicolaou K. Koide J. Xu M. H. Izraelewicz Tetrahedron Lett. 1997 38 3671
- (1997) Tetrahedron Lett. , vol.38 , pp. 3671
- Nicolaou, K.C.¹ Koide, K.² Xu, J.³ Izraelewicz, M.H.⁴

24
- 0030947288
- K. C. Nicolaou K. Koide H. Khatuya Tetrahedron Lett. 1997 38 3667
- (1997) Tetrahedron Lett. , vol.38 , pp. 3667
- Nicolaou, K.C.¹ Koide, K.² Khatuya, H.³

25
- 0029929386
- P. Magnus R. Carter M. Davies J. Elliott T. Pitterna Tetrahedron 1996 52 6283
- (1996) Tetrahedron , vol.52 , pp. 6283
- Magnus, P.¹ Carter, R.² Davies, M.³ Elliott, J.⁴ Pitterna, T.⁵

26
- 36448956880
- K. Komano S. Shimamura M. Inoue M. Hirama J. Am. Chem. Soc. 2007 129 14184
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 14184
- Komano, K.¹ Shimamura, S.² Inoue, M.³ Hirama, M.⁴

27
- 33748298550
- W.-M. Dai K. C. Fong H. Danjo S. Nishimoto Angew. Chem., Int. Ed. Engl. 1996 35 779
- (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 779
- Dai, W.-M.¹ Fong, K.C.² Danjo, H.³ Nishimoto, S.⁴

28
- 0033059723
- W.-M. Dai J. Wu K. C. Fong M. Y. H. Lee C. W. Lau J. Org. Chem. 1999 64 5062
- (1999) J. Org. Chem. , vol.64 , pp. 5062
- Dai, W.-M.¹ Wu, J.² Fong, K.C.³ Lee, M.Y.H.⁴ Lau, C.W.⁵

29
- 33644969545
- Y. Tachi W.-M. Dai K. Tanabe S. Nishimoto Bioorg. Med. Chem. 2006 14 3199
- (2006) Bioorg. Med. Chem. , vol.14 , pp. 3199
- Tachi, Y.¹ Dai, W.-M.² Tanabe, K.³ Nishimoto, S.⁴

30
- 13844306893
- A. Poloukhtine V. V. Popik J. Org. Chem. 2005 70 1297
- (2005) J. Org. Chem. , vol.70 , pp. 1297
- Poloukhtine, A.¹ Popik, V.V.²

31
- 0344334037
- W.-M. Dai K. C. Fong C. W. Lau L. Zhou W. Hamaguchi S. Nishimoto J. Org. Chem. 1999 64 682
- (1999) J. Org. Chem. , vol.64 , pp. 682
- Dai, W.-M.¹ Fong, K.C.² Lau, C.W.³ Zhou, L.⁴ Hamaguchi, W.⁵ Nishimoto, S.⁶

32
- 0003111457
- I. Sato K. Toyama T. Kikuchi M. Hirama Synlett 1998 1308
- (1998) Synlett , pp. 1308
- Sato, I.¹ Toyama, K.² Kikuchi, T.³ Hirama, M.⁴

33
- 0000150249
- K. Iida M. Hirama J. Am. Chem. Soc. 1994 116 10310
- (1994) J. Am. Chem. Soc. , vol.116 , pp. 10310
- Iida, K.¹ Hirama, M.²

34
- 0026062226
- A. G. Myers P. M. Harrington E. Y. Kuo J. Am. Chem. Soc. 1991 113 694
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 694
- Myers, A.G.¹ Harrington, P.M.² Kuo, E.Y.³

35
- 84989539663
- T. Nishikawa M. Isobe T. Goto Synlett 1991 393
- (1991) Synlett , pp. 393
- Nishikawa, T.¹ Isobe, M.² Goto, T.³

36
- 0001634899
- S. Masamune J. W. Ellingboe W. Choy J. Am. Chem. Soc. 1982 104 5526
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 5526
- Masamune, S.¹ Ellingboe, J.W.² Choy, W.³

37
- 0000865359
- B. Lal B. N. Pramanik M. S. Manhas A. K. Bose Tetrahedron Lett. 1977 18 1977
- (1977) Tetrahedron Lett. , vol.18 , pp. 1977
- Lal, B.¹ Pramanik, B.N.² Manhas, M.S.³ Bose, A.K.⁴

38
- 0015520853
- T. Shioiri K. Ninomiya S. Yamada J. Am. Chem. Soc. 1972 94 6203
- (1972) J. Am. Chem. Soc. , vol.94 , pp. 6203
- Shioiri, T.¹ Ninomiya, K.² Yamada, S.³

39
- 41049115936
- and references therein
- M. Inoue I. Ohashi T. Kawaguchi M. Hirama Angew. Chem., Int. Ed. 2008 47 1777
- (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 1777
- Inoue, M.¹ Ohashi, I.² Kawaguchi, T.³ Hirama, M.⁴

40
- 0003688714
- Springer-Verlag, New York, 2nd edn
- E. P. Pretsch, W. Simon, J. Seibl and T. Clerc, Tables of Spectral Data for Structure Determination of Organic Compounds, Springer-Verlag, New York, 2nd edn, 1989
- (1989) Tables of Spectral Data for Structure Determination of Organic Compounds
- Pretsch, E.P.¹ Simon, W.² Seibl, J.³ Clerc, T.⁴

41
- 0001013435
- For examples, see:
- A. Padwa J. R. Gasdaska M. Tomas N. J. Turro Y. Cha I. R. Gould J. Am. Chem. Soc. 1986 108 6739
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 6739
- Padwa, A.¹ Gasdaska, J.R.² Tomas, M.³ Turro, N.J.⁴ Cha, Y.⁵ Gould, I.R.⁶

42
- 3643074838
- J. Barluenga J. M. González P. J. Campos G. Asensio Tetrahedron Lett. 1988 29 6497
- (1988) Tetrahedron Lett. , vol.29 , pp. 6497
- Barluenga, J.¹ González, J.M.² Campos, P.J.³ Asensio, G.⁴

43
- 0000130284
- M. C. Elliot E. Druiswijk Chem. Commun. 1997 2311
- (1997) Chem. Commun. , pp. 2311
- Elliot, M.C.¹ Druiswijk, E.²

44
- 0002711764
- J. Legters L. Thijs B. Zwanenburg Recl. Trav. Chim. Pays-Bas 1992 111 16
- (1992) Recl. Trav. Chim. Pays-Bas , vol.111 , pp. 16
- Legters, J.¹ Thijs, L.² Zwanenburg, B.³

45
- 0003232066
- H. Stamm A. Sommer A. Woderer W. Weisert T. Mall P. Assithianakis J. Org. Chem. 1985 50 4946
- (1985) J. Org. Chem. , vol.50 , pp. 4946
- Stamm, H.¹ Sommer, A.² Woderer, A.³ Weisert, W.⁴ Mall, T.⁵ Assithianakis, P.⁶

46
- 0026604531
- The observed stability of the bicyclo[7.3.0]dodecadienediyne system was comparable to our recent model (ref. 4a). The facile formation of enediyne 15 allowed its isolation and characterization
- P. Wipf C. P. Miller Tetrahedron Lett. 1992 33 907
- (1992) Tetrahedron Lett. , vol.33 , pp. 907
- Wipf, P.¹ Miller, C.P.²

47
- 2142858450
- For selected examples, see:
- I. Ohtani T. Kusumi Y. Kashman H. Kakisawa J. Am. Chem. Soc. 1991 113 4092
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 4092
- Ohtani, I.¹ Kusumi, T.² Kashman, Y.³ Kakisawa, H.⁴

48
- 0001222568
- A. Claesson L. I. Olsson J. Am. Chem. Soc. 1979 101 7302
- (1979) J. Am. Chem. Soc. , vol.101 , pp. 7302
- Claesson, A.¹ Olsson, L.I.²

49
- 84960255581
- G. Stork A. F. Kreft J. Am. Chem. Soc. 1977 99 3851
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 3851
- Stork, G.¹ Kreft, A.F.²

50
- 14844339773
- Review:
- G. Cardillo S. Fabbroni L. Gentilicci R. Perciaccante F. Piccinelli A. Tolomelli Org. Lett. 2005 7 533
- (2005) Org. Lett. , vol.7 , pp. 533
- Cardillo, G.¹ Fabbroni, S.² Gentilicci, L.³ Perciaccante, R.⁴ Piccinelli, F.⁵ Tolomelli, A.⁶

51
- 49149145492
- R. M. Magid Tetrahedron 1980 36 1901
- (1980) Tetrahedron , vol.36 , pp. 1901
- Magid, R.M.¹

52
- 0041573461
- and references therein
- B. L. Kormos C. J. Cramer J. Org. Chem. 2003 68 6375
- (2003) J. Org. Chem. , vol.68 , pp. 6375
- Kormos, B.L.¹ Cramer, C.J.²

53
- 0001255190
- R. D. Bach G. J. Wolber J. Am. Chem. Soc. 1985 107 1352
- (1985) J. Am. Chem. Soc. , vol.107 , pp. 1352
- Bach, R.D.¹ Wolber, G.J.²

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