Diastereo- and enantio-selective synthesis of 6-heterosubstituted-3,5-dihydroxyesters: Novel precursors of mevinolin analogues

Chemical Communications

Volumn , Issue 5, 1996, Pages 609-610

  Enders, Dieter ^a   Burkamp, Frank ^a   Runsink, Jan ^a  

^a RWTH AACHEN UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

HYDROXYMETHYLGLUTARYL COENZYME A REDUCTASE INHIBITOR; MEVINOLIN;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; STEREOCHEMISTRY;

EID: 0029983680     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/cc9960000609     Document Type: Article

References (31)

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5. For representative examples see: S. Nagashima, T. Taishi and K. Kanematsu, Tetrahedron Lett., 1994, 35, 3577; M. S. Ermolenko, A. Olesker and G. Lukacs, Tetrahedron Lett., 1994, 35, 715 and references cited therein; B. Henkel, A. Kunath and H. Schick, Tetrahedron: Asymmetry, 1994, 5, 17 and references cited therein; M. Scialdone and C. R. Johnson, Tetrahedron Lett., 1995, 36, 43; H. J. M. Gijsen and C.-H. Wong, J. Am. Chem Soc. 1994, 116, 8422; M. H. Ansari, T. Kusumoto and T. Hiyama, Tetrahedron Lett., 1993, 34, 8271; T. Hiyama, T. Minami and K. Takahashi, Bull. Chem. Soc. Jpn., 1995, 68, 364 and reference cited therein; G. Beck. H. Jendralla and K. Kesseler, Synthesis, 1995, 1014 and references cited therein; A. Kumar and D. C. Dittmer, J. Org. Chem., 1994, 59, 4760 and references cited therein; G. E. Keck and D. Krishnamurthy, J. Am. Chem. Soc., 1995, 117, 2363; E. M. Carreira, R. A. Singer and W. Lee, J. Am. Chem. Soc., 1994, 116, 8837; M. Hayashi, T. Inoue, Y. Miyamoto and N. Oguni, Tetrahedron, 1994, 50, 4385.
6. For representative examples see: S. Nagashima, T. Taishi and K. Kanematsu, Tetrahedron Lett., 1994, 35, 3577; M. S. Ermolenko, A. Olesker and G. Lukacs, Tetrahedron Lett., 1994, 35, 715 and references cited therein; B. Henkel, A. Kunath and H. Schick, Tetrahedron: Asymmetry, 1994, 5, 17 and references cited therein; M. Scialdone and C. R. Johnson, Tetrahedron Lett., 1995, 36, 43; H. J. M. Gijsen and C.-H. Wong, J. Am. Chem Soc. 1994, 116, 8422; M. H. Ansari, T. Kusumoto and T. Hiyama, Tetrahedron Lett., 1993, 34, 8271; T. Hiyama, T. Minami and K. Takahashi, Bull. Chem. Soc. Jpn., 1995, 68, 364 and reference cited therein; G. Beck. H. Jendralla and K. Kesseler, Synthesis, 1995, 1014 and references cited therein; A. Kumar and D. C. Dittmer, J. Org. Chem., 1994, 59, 4760 and references cited therein; G. E. Keck and D. Krishnamurthy, J. Am. Chem. Soc., 1995, 117, 2363; E. M. Carreira, R. A. Singer and W. Lee, J. Am. Chem. Soc., 1994, 116, 8837; M. Hayashi, T. Inoue, Y. Miyamoto and N. Oguni, Tetrahedron, 1994, 50, 4385.
7. For representative examples see: S. Nagashima, T. Taishi and K. Kanematsu, Tetrahedron Lett., 1994, 35, 3577; M. S. Ermolenko, A. Olesker and G. Lukacs, Tetrahedron Lett., 1994, 35, 715 and references cited therein; B. Henkel, A. Kunath and H. Schick, Tetrahedron: Asymmetry, 1994, 5, 17 and references cited therein; M. Scialdone and C. R. Johnson, Tetrahedron Lett., 1995, 36, 43; H. J. M. Gijsen and C.-H. Wong, J. Am. Chem Soc. 1994, 116, 8422; M. H. Ansari, T. Kusumoto and T. Hiyama, Tetrahedron Lett., 1993, 34, 8271; T. Hiyama, T. Minami and K. Takahashi, Bull. Chem. Soc. Jpn., 1995, 68, 364 and reference cited therein; G. Beck. H. Jendralla and K. Kesseler, Synthesis, 1995, 1014 and references cited therein; A. Kumar and D. C. Dittmer, J. Org. Chem., 1994, 59, 4760 and references cited therein; G. E. Keck and D. Krishnamurthy, J. Am. Chem. Soc., 1995, 117, 2363; E. M. Carreira, R. A. Singer and W. Lee, J. Am. Chem. Soc., 1994, 116, 8837; M. Hayashi, T. Inoue, Y. Miyamoto and N. Oguni, Tetrahedron, 1994, 50, 4385.
8. For representative examples see: S. Nagashima, T. Taishi and K. Kanematsu, Tetrahedron Lett., 1994, 35, 3577; M. S. Ermolenko, A. Olesker and G. Lukacs, Tetrahedron Lett., 1994, 35, 715 and references cited therein; B. Henkel, A. Kunath and H. Schick, Tetrahedron: Asymmetry, 1994, 5, 17 and references cited therein; M. Scialdone and C. R. Johnson, Tetrahedron Lett., 1995, 36, 43; H. J. M. Gijsen and C.-H. Wong, J. Am. Chem Soc. 1994, 116, 8422; M. H. Ansari, T. Kusumoto and T. Hiyama, Tetrahedron Lett., 1993, 34, 8271; T. Hiyama, T. Minami and K. Takahashi, Bull. Chem. Soc. Jpn., 1995, 68, 364 and reference cited therein; G. Beck. H. Jendralla and K. Kesseler, Synthesis, 1995, 1014 and references cited therein; A. Kumar and D. C. Dittmer, J. Org. Chem., 1994, 59, 4760 and references cited therein; G. E. Keck and D. Krishnamurthy, J. Am. Chem. Soc., 1995, 117, 2363; E. M. Carreira, R. A. Singer and W. Lee, J. Am. Chem. Soc., 1994, 116, 8837; M. Hayashi, T. Inoue, Y. Miyamoto and N. Oguni, Tetrahedron, 1994, 50, 4385.
9. For representative examples see: S. Nagashima, T. Taishi and K. Kanematsu, Tetrahedron Lett., 1994, 35, 3577; M. S. Ermolenko, A. Olesker and G. Lukacs, Tetrahedron Lett., 1994, 35, 715 and references cited therein; B. Henkel, A. Kunath and H. Schick, Tetrahedron: Asymmetry, 1994, 5, 17 and references cited therein; M. Scialdone and C. R. Johnson, Tetrahedron Lett., 1995, 36, 43; H. J. M. Gijsen and C.-H. Wong, J. Am. Chem Soc. 1994, 116, 8422; M. H. Ansari, T. Kusumoto and T. Hiyama, Tetrahedron Lett., 1993, 34, 8271; T. Hiyama, T. Minami and K. Takahashi, Bull. Chem. Soc. Jpn., 1995, 68, 364 and reference cited therein; G. Beck. H. Jendralla and K. Kesseler, Synthesis, 1995, 1014 and references cited therein; A. Kumar and D. C. Dittmer, J. Org. Chem., 1994, 59, 4760 and references cited therein; G. E. Keck and D. Krishnamurthy, J. Am. Chem. Soc., 1995, 117, 2363; E. M. Carreira, R. A. Singer and W. Lee, J. Am. Chem. Soc., 1994, 116, 8837; M. Hayashi, T. Inoue, Y. Miyamoto and N. Oguni, Tetrahedron, 1994, 50, 4385.
10. For representative examples see: S. Nagashima, T. Taishi and K. Kanematsu, Tetrahedron Lett., 1994, 35, 3577; M. S. Ermolenko, A. Olesker and G. Lukacs, Tetrahedron Lett., 1994, 35, 715 and references cited therein; B. Henkel, A. Kunath and H. Schick, Tetrahedron: Asymmetry, 1994, 5, 17 and references cited therein; M. Scialdone and C. R. Johnson, Tetrahedron Lett., 1995, 36, 43; H. J. M. Gijsen and C.-H. Wong, J. Am. Chem Soc. 1994, 116, 8422; M. H. Ansari, T. Kusumoto and T. Hiyama, Tetrahedron Lett., 1993, 34, 8271; T. Hiyama, T. Minami and K. Takahashi, Bull. Chem. Soc. Jpn., 1995, 68, 364 and reference cited therein; G. Beck. H. Jendralla and K. Kesseler, Synthesis, 1995, 1014 and references cited therein; A. Kumar and D. C. Dittmer, J. Org. Chem., 1994, 59, 4760 and references cited therein; G. E. Keck and D. Krishnamurthy, J. Am. Chem. Soc., 1995, 117, 2363; E. M. Carreira, R. A. Singer and W. Lee, J. Am. Chem. Soc., 1994, 116, 8837; M. Hayashi, T. Inoue, Y. Miyamoto and N. Oguni, Tetrahedron, 1994, 50, 4385.
11. For representative examples see: S. Nagashima, T. Taishi and K. Kanematsu, Tetrahedron Lett., 1994, 35, 3577; M. S. Ermolenko, A. Olesker and G. Lukacs, Tetrahedron Lett., 1994, 35, 715 and references cited therein; B. Henkel, A. Kunath and H. Schick, Tetrahedron: Asymmetry, 1994, 5, 17 and references cited therein; M. Scialdone and C. R. Johnson, Tetrahedron Lett., 1995, 36, 43; H. J. M. Gijsen and C.-H. Wong, J. Am. Chem Soc. 1994, 116, 8422; M. H. Ansari, T. Kusumoto and T. Hiyama, Tetrahedron Lett., 1993, 34, 8271; T. Hiyama, T. Minami and K. Takahashi, Bull. Chem. Soc. Jpn., 1995, 68, 364 and reference cited therein; G. Beck. H. Jendralla and K. Kesseler, Synthesis, 1995, 1014 and references cited therein; A. Kumar and D. C. Dittmer, J. Org. Chem., 1994, 59, 4760 and references cited therein; G. E. Keck and D. Krishnamurthy, J. Am. Chem. Soc., 1995, 117, 2363; E. M. Carreira, R. A. Singer and W. Lee, J. Am. Chem. Soc., 1994, 116, 8837; M. Hayashi, T. Inoue, Y. Miyamoto and N. Oguni, Tetrahedron, 1994, 50, 4385.
12. For representative examples see: S. Nagashima, T. Taishi and K. Kanematsu, Tetrahedron Lett., 1994, 35, 3577; M. S. Ermolenko, A. Olesker and G. Lukacs, Tetrahedron Lett., 1994, 35, 715 and references cited therein; B. Henkel, A. Kunath and H. Schick, Tetrahedron: Asymmetry, 1994, 5, 17 and references cited therein; M. Scialdone and C. R. Johnson, Tetrahedron Lett., 1995, 36, 43; H. J. M. Gijsen and C.-H. Wong, J. Am. Chem Soc. 1994, 116, 8422; M. H. Ansari, T. Kusumoto and T. Hiyama, Tetrahedron Lett., 1993, 34, 8271; T. Hiyama, T. Minami and K. Takahashi, Bull. Chem. Soc. Jpn., 1995, 68, 364 and reference cited therein; G. Beck. H. Jendralla and K. Kesseler, Synthesis, 1995, 1014 and references cited therein; A. Kumar and D. C. Dittmer, J. Org. Chem., 1994, 59, 4760 and references cited therein; G. E. Keck and D. Krishnamurthy, J. Am. Chem. Soc., 1995, 117, 2363; E. M. Carreira, R. A. Singer and W. Lee, J. Am. Chem. Soc., 1994, 116, 8837; M. Hayashi, T. Inoue, Y. Miyamoto and N. Oguni, Tetrahedron, 1994, 50, 4385.
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