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Volumn 38, Issue 13, 1997, Pages 2355-2358

Stereoselective synthesis of a functionalised bicyclic core of neocarzinostatin and kedarcidin chromophores

Author keywords

[No Author keywords available]

Indexed keywords

KEDARCIDIN CHROMOPHORE; UNCLASSIFIED DRUG; ZINOSTATIN CHROMOPHORE; ZINOSTATIN DERIVATIVE;

EID: 0031592611     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00347-X     Document Type: Article
Times cited : (37)

References (30)
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    • 2. Isolation: J. E. Leet, D. R. Schroeder, S. J. Hofstead, J. Golik, K. L. Colson, S. Huang, S. E. Klohr, T. W. Doyle and J. A. Matson, J. Am. Chem. Soc., 1992, 114, 7946; K. Edo, M. Mizugaki, Y. Koide, H. Seto, K. Furihata, N. Otake and N. Ishida, Tetrahedron Lett., 1985, 26, 331; Analog and Model Studies: S. Torii, H. Okumoto, T. Tadokoro, A. Nishimura and M. A. Rashid, Tetrahedron Lett., 1993, 34, 2139; J. M. Nuss, R. A. Rennels and B. H. Levine, J. Am. Chem. Soc., 1993, 115, 6991; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. Magnus, Tetrahedron, 1994, 50, 1397; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. A. Wender and M. J. Tebbe, Tetrahedron, 1994, 50, 1419; K. Brickmann, F. Hambloch, J. Suffert and R. Bruckner, Leibigs Ann. Chem., 1996, 457
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  • 9
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    • 2. Isolation: J. E. Leet, D. R. Schroeder, S. J. Hofstead, J. Golik, K. L. Colson, S. Huang, S. E. Klohr, T. W. Doyle and J. A. Matson, J. Am. Chem. Soc., 1992, 114, 7946; K. Edo, M. Mizugaki, Y. Koide, H. Seto, K. Furihata, N. Otake and N. Ishida, Tetrahedron Lett., 1985, 26, 331; Analog and Model Studies: S. Torii, H. Okumoto, T. Tadokoro, A. Nishimura and M. A. Rashid, Tetrahedron Lett., 1993, 34, 2139; J. M. Nuss, R. A. Rennels and B. H. Levine, J. Am. Chem. Soc., 1993, 115, 6991; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. Magnus, Tetrahedron, 1994, 50, 1397; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. A. Wender and M. J. Tebbe, Tetrahedron, 1994, 50, 1419; K. Brickmann, F. Hambloch, J. Suffert and R. Bruckner, Leibigs Ann. Chem., 1996, 457
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    • 2. Isolation: J. E. Leet, D. R. Schroeder, S. J. Hofstead, J. Golik, K. L. Colson, S. Huang, S. E. Klohr, T. W. Doyle and J. A. Matson, J. Am. Chem. Soc., 1992, 114, 7946; K. Edo, M. Mizugaki, Y. Koide, H. Seto, K. Furihata, N. Otake and N. Ishida, Tetrahedron Lett., 1985, 26, 331; Analog and Model Studies: S. Torii, H. Okumoto, T. Tadokoro, A. Nishimura and M. A. Rashid, Tetrahedron Lett., 1993, 34, 2139; J. M. Nuss, R. A. Rennels and B. H. Levine, J. Am. Chem. Soc., 1993, 115, 6991; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. Magnus, Tetrahedron, 1994, 50, 1397; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. A. Wender and M. J. Tebbe, Tetrahedron, 1994, 50, 1419; K. Brickmann, F. Hambloch, J. Suffert and R. Bruckner, Leibigs Ann. Chem., 1996, 457
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    • Nuss, J.M.1    Rennels, R.A.2    Levine, B.H.3
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    • 2. Isolation: J. E. Leet, D. R. Schroeder, S. J. Hofstead, J. Golik, K. L. Colson, S. Huang, S. E. Klohr, T. W. Doyle and J. A. Matson, J. Am. Chem. Soc., 1992, 114, 7946; K. Edo, M. Mizugaki, Y. Koide, H. Seto, K. Furihata, N. Otake and N. Ishida, Tetrahedron Lett., 1985, 26, 331; Analog and Model Studies: S. Torii, H. Okumoto, T. Tadokoro, A. Nishimura and M. A. Rashid, Tetrahedron Lett., 1993, 34, 2139; J. M. Nuss, R. A. Rennels and B. H. Levine, J. Am. Chem. Soc., 1993, 115, 6991; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. Magnus, Tetrahedron, 1994, 50, 1397; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. A. Wender and M. J. Tebbe, Tetrahedron, 1994, 50, 1419; K. Brickmann, F. Hambloch, J. Suffert and R. Bruckner, Leibigs Ann. Chem., 1996, 457
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    • Nakatani, K.1    Arai, K.2    Terashima, S.3
  • 12
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    • 2. Isolation: J. E. Leet, D. R. Schroeder, S. J. Hofstead, J. Golik, K. L. Colson, S. Huang, S. E. Klohr, T. W. Doyle and J. A. Matson, J. Am. Chem. Soc., 1992, 114, 7946; K. Edo, M. Mizugaki, Y. Koide, H. Seto, K. Furihata, N. Otake and N. Ishida, Tetrahedron Lett., 1985, 26, 331; Analog and Model Studies: S. Torii, H. Okumoto, T. Tadokoro, A. Nishimura and M. A. Rashid, Tetrahedron Lett., 1993, 34, 2139; J. M. Nuss, R. A. Rennels and B. H. Levine, J. Am. Chem. Soc., 1993, 115, 6991; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. Magnus, Tetrahedron, 1994, 50, 1397; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. A. Wender and M. J. Tebbe, Tetrahedron, 1994, 50, 1419; K. Brickmann, F. Hambloch, J. Suffert and R. Bruckner, Leibigs Ann. Chem., 1996, 457
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    • 2. Isolation: J. E. Leet, D. R. Schroeder, S. J. Hofstead, J. Golik, K. L. Colson, S. Huang, S. E. Klohr, T. W. Doyle and J. A. Matson, J. Am. Chem. Soc., 1992, 114, 7946; K. Edo, M. Mizugaki, Y. Koide, H. Seto, K. Furihata, N. Otake and N. Ishida, Tetrahedron Lett., 1985, 26, 331; Analog and Model Studies: S. Torii, H. Okumoto, T. Tadokoro, A. Nishimura and M. A. Rashid, Tetrahedron Lett., 1993, 34, 2139; J. M. Nuss, R. A. Rennels and B. H. Levine, J. Am. Chem. Soc., 1993, 115, 6991; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. Magnus, Tetrahedron, 1994, 50, 1397; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. A. Wender and M. J. Tebbe, Tetrahedron, 1994, 50, 1419; K. Brickmann, F. Hambloch, J. Suffert and R. Bruckner, Leibigs Ann. Chem., 1996, 457
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    • Nakatani, K.1    Arai, K.2    Terashima, S.3
  • 14
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    • 2. Isolation: J. E. Leet, D. R. Schroeder, S. J. Hofstead, J. Golik, K. L. Colson, S. Huang, S. E. Klohr, T. W. Doyle and J. A. Matson, J. Am. Chem. Soc., 1992, 114, 7946; K. Edo, M. Mizugaki, Y. Koide, H. Seto, K. Furihata, N. Otake and N. Ishida, Tetrahedron Lett., 1985, 26, 331; Analog and Model Studies: S. Torii, H. Okumoto, T. Tadokoro, A. Nishimura and M. A. Rashid, Tetrahedron Lett., 1993, 34, 2139; J. M. Nuss, R. A. Rennels and B. H. Levine, J. Am. Chem. Soc., 1993, 115, 6991; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. Magnus, Tetrahedron, 1994, 50, 1397; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. A. Wender and M. J. Tebbe, Tetrahedron, 1994, 50, 1419; K. Brickmann, F. Hambloch, J. Suffert and R. Bruckner, Leibigs Ann. Chem., 1996, 457
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    • Wender, P.A.1    Tebbe, M.J.2
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    • 2. Isolation: J. E. Leet, D. R. Schroeder, S. J. Hofstead, J. Golik, K. L. Colson, S. Huang, S. E. Klohr, T. W. Doyle and J. A. Matson, J. Am. Chem. Soc., 1992, 114, 7946; K. Edo, M. Mizugaki, Y. Koide, H. Seto, K. Furihata, N. Otake and N. Ishida, Tetrahedron Lett., 1985, 26, 331; Analog and Model Studies: S. Torii, H. Okumoto, T. Tadokoro, A. Nishimura and M. A. Rashid, Tetrahedron Lett., 1993, 34, 2139; J. M. Nuss, R. A. Rennels and B. H. Levine, J. Am. Chem. Soc., 1993, 115, 6991; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. Magnus, Tetrahedron, 1994, 50, 1397; K. Nakatani, K. Arai and S. Terashima, Tetrahedron, 1993, 49, 1901; P. A. Wender and M. J. Tebbe, Tetrahedron, 1994, 50, 1419; K. Brickmann, F. Hambloch, J. Suffert and R. Bruckner, Leibigs Ann. Chem., 1996, 457
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    • note
    • 3, MeOH, 88%
  • 28
    • 0011230649 scopus 로고    scopus 로고
    • note
    • + requires 664.34897 found 664.34900
  • 29
    • 0011201315 scopus 로고    scopus 로고
    • note
    • 9, 6.0%).
  • 30
    • 0011164803 scopus 로고    scopus 로고
    • note
    • 11. All compounds are racemic and yields are quoted for chromatographically homogeneous compounds which exhibited analytical data consistent with their structures.


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