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Volumn , Issue 10, 2009, Pages 1491-1494

Synthesis of the C11-C23 fragment of the potent antitumor agent dlctyostatin

Author keywords

Aldol reactions; Lactones; Natural products; Olefmation; Total synthesis

Indexed keywords


EID: 64149114032     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200801234     Document Type: Article
Times cited : (16)

References (71)
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    • D. P. Curran, Y Shin, J. Fournier. J. Mancuso, B. W. Day, A, Bruckner, Y, Fukui, D. Curran. B. Day. EP1765073-A2, 2007:
    • D. P. Curran, Y Shin, J. Fournier. J. Mancuso, B. W. Day, A, Bruckner, Y, Fukui, D. Curran. B. Day. EP1765073-A2, 2007:
  • 8
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    • D. P. Curran, Y. Shin, J. Fournier. J. Mancuso, B. W. Day, A, Bruckner, Y Fukui, D. Curran. B. Day, JP2008500370-W, 2008:
    • D. P. Curran, Y. Shin, J. Fournier. J. Mancuso, B. W. Day, A, Bruckner, Y Fukui, D. Curran. B. Day, JP2008500370-W, 2008:
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    • D. P. Curran, Y. Shin, J. Fournier. J. Mancuso, B. W. Day, A, Bruckner, Y. Fukui, D. Curran. B. Day US7321046-B2, 2008;
    • D. P. Curran, Y. Shin, J. Fournier. J. Mancuso, B. W. Day, A, Bruckner, Y. Fukui, D. Curran. B. Day US7321046-B2, 2008;
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    • Biological activity: a D. C. Myles, Curr. Opin. Biotechnol. 2003, 14, 627-633:
    • Biological activity: a) D. C. Myles, Curr. Opin. Biotechnol. 2003, 14, 627-633:
  • 12
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    • C. Madiraju, M. C. Edler, E, Harnel. B. S. Raccor, R. Balachandran, G. Zhu, K, A. Giuliano, A. Vogt, Y. Shin, J.-H. Fournier, Y. Fukui, A. M. Bruckner, D. P. Curran, B. W. Day Biochemistry 2005, 44, 15053-15063;
    • b) C. Madiraju, M. C. Edler, E, Harnel. B. S. Raccor, R. Balachandran, G. Zhu, K, A. Giuliano, A. Vogt, Y. Shin, J.-H. Fournier, Y. Fukui, A. M. Bruckner, D. P. Curran, B. W. Day Biochemistry 2005, 44, 15053-15063;
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    • B. S. Raccor, a. Vogt. R. P. Sikorski, C. Madiraju, R. Balachandran, K. Montgomery, Y. Shin, Y Fukui, W.-H. Jung, D. P. Curran, B. W. Day. Mol. Pharmacol. 2008, 73, 718-726.
    • d) B. S. Raccor, a". Vogt. R. P. Sikorski, C. Madiraju, R. Balachandran, K. Montgomery, Y. Shin, Y Fukui, W.-H. Jung, D. P. Curran, B. W. Day. Mol. Pharmacol. 2008, 73, 718-726.
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    • Relative stereochemistry: I. Paterson. R. Britton, O. Delgado. A. E. Wright, Chem. Commun. 2004, 632-633.
    • Relative stereochemistry: I. Paterson. R. Britton, O. Delgado. A. E. Wright, Chem. Commun. 2004, 632-633.
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    • Total synthesis: a I. Paterson, R. Britton. O. Delgado. A. Meyer, K. G. Poullennec, Angew. Chem. Int. Ed. 2004, 43, 4629-4633;
    • Total synthesis: a) I. Paterson, R. Britton. O. Delgado. A. Meyer, K. G. Poullennec, Angew. Chem. Int. Ed. 2004, 43, 4629-4633;
  • 22
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    • Synthesis of analogs: a Y. Shin, N. Choy, R. Balachandran, C. Madiraju, B. W. Day, D. P. Curran, Org. Lett. 2002, 4, 4443-4446;
    • Synthesis of analogs: a) Y. Shin, N. Choy, R. Balachandran, C. Madiraju, B. W. Day, D. P. Curran, Org. Lett. 2002, 4, 4443-4446;
  • 32
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    • For recent approaches to fragments of dictyostatin, see: a
    • For recent approaches to fragments of dictyostatin, see: a) C. Monti, O. Sharon, C. Gennari, Chem. Commun. 2007, 4271-4273;
    • (2007) Chem. Commun , pp. 4271-4273
    • Monti, C.1    Sharon, O.2    Gennari, C.3
  • 44
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    • The numbering of dictyostatin as well as that of each intermediate follows that suggested in ref.[1
    • [1].
  • 51
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    • b) K. Ando, J. Org. Chem.. 1997, 62, 1934-1939;
    • (1997) J. Org. Chem , vol.62 , pp. 1934-1939
    • Ando, K.1
  • 57
    • 64149088603 scopus 로고    scopus 로고
    • The relative stereochemistry of lactone 8 was determined by coupling constant analysis and NOESY interactions in the corresponding 1H NMR spectra. We thank Prof. Ian Paterson for providing copies of the 1H and 13C NMR spectra for lactone 8 prepared by a different route
    • 13C NMR spectra for lactone 8 prepared by a different route.
  • 71
    • 64149113963 scopus 로고    scopus 로고
    • 13C NMR, and IR spectroscopic data, HRMS, and analytical data. Yields refer to chromatographically and spectroscopically homogeneous materials.
    • 13C NMR, and IR spectroscopic data, HRMS, and analytical data. Yields refer to chromatographically and spectroscopically homogeneous materials.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.