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Pure and Applied Chemistry

The Scientific Journal of IUPAC

Ed. by Burrows, Hugh / Stohner, Jürgen


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Volume 79, Issue 4

Issues

Synthesis of an analog of mycothiazole and total synthesis of pseudotrienic acid B

Dominique Amans
  • Corresponding author
  • Laboratoire de Chimie Organique Associé au CNRS, ESPCI, 10 rue Vauquelin 75231, Paris Cédex 05, France
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/ Alexandre Le Flohic
  • Corresponding author
  • Laboratoire de Chimie Organique Associé au CNRS, ESPCI, 10 rue Vauquelin 75231, Paris Cédex 05, France
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/ Véronique Bellosta
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  • Laboratoire de Chimie Organique Associé au CNRS, ESPCI, 10 rue Vauquelin 75231, Paris Cédex 05, France
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/ Christophe Meyer
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  • Laboratoire de Chimie Organique Associé au CNRS, ESPCI, 10 rue Vauquelin 75231, Paris Cédex 05, France
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/ Janine Cossy
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  • Laboratoire de Chimie Organique Associé au CNRS, ESPCI, 10 rue Vauquelin 75231, Paris Cédex 05, France
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Published Online: 2009-01-01 | DOI: https://doi.org/10.1351/pac200779040677

An analog of mycothiazole and pseudotrienic acid B were synthesized efficiently by using ring-closing metathesis or cross-metathesis as key reactions.

Keywords: cross-metathesis; crotyltitanation; natural products; ring-closing metathesis; total synthesis

Conference

International Symposium on Chemistry of Natural Products (ISCNP-25) and 5th International Conference on Biodiversity (ICOB-5), International Conference on Biodiversity, International Symposium on the Chemistry of Natural Products, ICOB, ISCNP, Biodiversity, Natural Products, 25th, Kyoto, Japan, 2006-07-23–2006-07-28

References

  • 1.

    , P. Crews, Y. Kakou, E. Quinoa. J. Am. Chem. Soc. 110, 4365 (1988).CrossrefGoogle Scholar

  • 2.

    , A. Cutignano, I. Bruno, G. Bifulco, A. Casapullo, C. Debitus, L. Gomez-Paloma, R. Riccio. Eur. J. Org. Chem. 775 (2001).CrossrefGoogle Scholar

  • 3.

    The results of the National Cancer Institute Human Tumor Cell Line Screen mean graph can be consulted on the Internet at <http://www.dtp.nci.nih.gov> (NCS number 647640).Google Scholar

  • 4.

    , R. N. Sonnenschein, T. A. Johnson, K. Tenney, F. A. Valeriote, P. Crews. J. Nat. Prod. 69, 145 (2006).CrossrefGoogle Scholar

  • 5. (a)

    , H. Sugiyama, F. Yokokawa, T. Shioiri. Org. Lett. 2, 2149 (2000);CrossrefGoogle Scholar

  • 5. (b)

    , H. Sugiyama, F.Yokokawa, T. Shioiri. Tetrahedron 59, 6579 (2003).CrossrefGoogle Scholar

  • 6.

    , M. Scholl, S. Ding, C. W. Lee, R. H. Grubbs. Org. Lett. 1, 953 (1999).CrossrefGoogle Scholar

  • 7.

    S. Karsch, P. Schwab, P. Metz. Synlett 2019 (2002).Google Scholar

  • 8.

    A. Le Flohic, C. Meyer, J. Cossy, J.-C. Galland, J.-R. Desmurs. Synlett 667 (2003).Google Scholar

  • 9.

    , A. Le Flohic, C. Meyer, J. Cossy. Org. Lett. 7, 339 (2005).CrossrefGoogle Scholar

  • 10.

    , A. Le Flohic, C. Meyer, J. Cossy. Tetrahedron 62, 9017 (2006).CrossrefGoogle Scholar

  • 11. (a)

    , B. Plietker, P. Metz. Tetrahedron Lett. 39, 7827 (1998);CrossrefGoogle Scholar

  • 11. (b)

    , B. Plietker, D. Seng, R. Frohlich, P. Metz. Eur. J. Org. Chem. 3669 (2001).CrossrefGoogle Scholar

  • 12.

    , A. Pohanka, A. Broberg, M. Johansson, L. Kenne, J. Levenfors. J. Nat. Prod. 68, 1380 (2005).CrossrefGoogle Scholar

  • 13.

    , J. S. Kingsbury, J. P. A. Harrity, P. J. Bonitatebus Jr., A. H. Hoveyda. J. Am. Chem. Soc. 121, 791 (1999).CrossrefGoogle Scholar

  • 14.

    , A. Hafner, R. O. Duthaler, R. Marti, J. Rihs, P. Rhote-Streit, F. Schwarzenbach. J. Am. Chem. Soc. 114, 2321 (1992).CrossrefGoogle Scholar

  • 15.

    The 2R,3R absolute configuration of 13 was confirmed by the 1H NMR spectra of the two corresponding mandelates, according to the procedure described in J. M. Seco, E. Quinoa, R. Riguera. Tetrahedron: Asymmetry 12, 2915 (2001).Google Scholar

  • 16.

    , P. H. J. Carlsen, T. Katsuki, V. S. Martin, K. B. Sharpless. J. Org. Chem. 46, 3936 (1981).CrossrefGoogle Scholar

  • 17.

    , B. H. Lipshutz, E. L. Ellworth, S. H. Dimock, D. C. Reuter. Tetrahedron Lett. 30, 2065 (1989).CrossrefGoogle Scholar

  • 18.

    , D. Amans, V. Bellosta, J. Cossy. Angew. Chem., Int. Ed. 45, 5870 (2006).CrossrefGoogle Scholar

About the article

Published Online: 2009-01-01

Published in Print: 2007-01-01


Citation Information: Pure and Applied Chemistry, Volume 79, Issue 4, Pages 677–684, ISSN (Online) 1365-3075, ISSN (Print) 0033-4545, DOI: https://doi.org/10.1351/pac200779040677.

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