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Volumn 107, Issue 12, 1985, Pages 3731-3733

Total Synthesis of (+)-Compactin

Author keywords

[No Author keywords available]

Indexed keywords

COMPACTIN;

EID: 0021972289     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00298a062     Document Type: Article
Times cited : (103)

References (15)
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    • Part 4 in the series For part 3, see
    • Part 4 in the series “Synthetic and Biological Studies of Compactin and Related Compounds”. For part 3, see: Rosen, T.; Taschner, M. J.; Heathcock, C. H. J. Org. Chem. 1985, 50, 1190.
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    • Endo, A.; Kuroda M.; Tsujita, Y. J. Antibiot. 1976, 29, 1346. (b) Endo, A.; Kuroda, M.; Tanzawa, K. FEBS Lett. 1976, 72, 323. (c) Endo, A.; Tsujita, Y.; Kuroda M.; Tanzawa, K. Eur. J. Biochem. 1977, 77, 31.
    • (1976) J. Antibiot , vol.29 , pp. 1346
    • Endo, A.1    Kuroda, M.2    Tsujita, Y.3
  • 9
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    • Total syntheses. Compactin (b) Hirama, M.; Uei, M. J. Am. Chem. Soc. 1982, 104, 4251. (c) Grieco, P. A.; Zelle, R. E.; Lis, R.; Finn, J. J. Am. Chem. Soc. 1983, 105, 1403. (d) Girotra, N. N.; Wendler, N. L. Tetrahedron Lett. 1982, 23, 5501. (e) Girotra N. N.; Wendler, N. L. J. Am. Chem. Soc. 1983, 24, 3687. Mevinolin: (f) Hirama M.; Iwashita, M. Tetrahedron Lett. 1983, 24, 1811
    • Total syntheses. Compactin: (a) Wang, N. Y.; Hsu C. T.; Sih, C. J. J. Am. Chem. Soc. 1981, 103, 6538. (b) Hirama, M.; Uei, M. J. Am. Chem. Soc. 1982, 104, 4251. (c) Grieco, P. A.; Zelle, R. E.; Lis, R.; Finn, J. J. Am. Chem. Soc. 1983, 105, 1403. (d) Girotra, N. N.; Wendler, N. L. Tetrahedron Lett. 1982, 23, 5501. (e) Girotra N. N.; Wendler, N. L. J. Am. Chem. Soc. 1983, 24, 3687. Mevinolin: (f) Hirama M.; Iwashita, M. Tetrahedron Lett. 1983, 24, 1811.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 6538
    • Wang, N.Y.1    Hsu, C.T.2    Sih, C.J.3
  • 10
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    • Synthetic studies (b) Funk R. L.; Zeller, W. E. J. Org. Chem. 1982, 47, 180. (c) Deutsch, E. A.; Snider, B. B. J. Am. Chem. Soc. 1982, 47, 2682. (d) Prugh; J. D.; Deana, A. A. Tetrahedron Lett. 1982, 23, 281. (e) Yang, Y.-L.; Falck, J. R. J. Am. Chem. Soc. 1982, 23, 4305. (f) Heathcock, C. H.; Taschner, M. J.; Rosen, T.; Thomas, J. A.; Hadley, C. R.; Popják, G. J. Am. Chem. Soc. 1982, 23, 4747. (g) Lee, T.-J.; Holtz, W. J.; Smith, R. L. J. Org. Chem. 1982, 47, 4750 (h) Anderson, P. C.; Clive, D. L. J.; Evans, C. F. Tetrahedron Lett. 1983, 24, 1373. (i) Kuo, C. H.; Patchett, A. A.; Wendler, N. L. J. Org. Chem. 1983, 48, 1991. (j) Deutsch, E. A.; Snider, B. B. Tetrahedron Lett. 1983, 24, 3701. (k) Funk, R. L.; Mossman, C. J.; Zeller, W. E. J. Am. Chem. Soc. 1984, 25, 1655. (1) Majewski, M.; Clive, D. L. J.; Anderson, P. C. J. Am. Chem. Soc. 1984, 25, 2101. (m) Prasad, K.; Repic, O. J. Am. Chem. Soc. 1984, 25, 2435. (n) Rosen, T.; Taschner, M. J.; Heathcock, C. H. J. Org. Chem. 1984, 49, 3994
    • Synthetic studies: (a) Danishefsky, S.; Kerwin, J. F., Jr.; Kobayashi, S. J. Am. Chem. Soc. 1982, 104, 358. (b) Funk R. L.; Zeller, W. E. J. Org. Chem. 1982, 47, 180. (c) Deutsch, E. A.; Snider, B. B. J. Am. Chem. Soc. 1982, 47, 2682. (d) Prugh; J. D.; Deana, A. A. Tetrahedron Lett. 1982, 23, 281. (e) Yang, Y.-L.; Falck, J. R. J. Am. Chem. Soc. 1982, 23, 4305. (f) Heathcock, C. H.; Taschner, M. J.; Rosen, T.; Thomas, J. A.; Hadley, C. R.; Popják, G. J. Am. Chem. Soc. 1982, 23, 4747. (g) Lee,  T.-J.; Holtz, W. J.; Smith, R. L. J. Org. Chem. 1982, 47, 4750. (h) Anderson, P. C.; Clive, D. L. J.; Evans, C. F. Tetrahedron Lett. 1983, 24, 1373. (i) Kuo, C. H.; Patchett, A. A.; Wendler, N. L. J. Org. Chem. 1983, 48, 1991. (j) Deutsch, E. A.; Snider, B. B. Tetrahedron Lett. 1983, 24, 3701. (k) Funk, R. L.; Mossman, C. J.; Zeller, W. E. J. Am. Chem. Soc. 1984, 25, 1655. (1) Majewski, M.; Clive, D. L. J.; Anderson, P. C. J. Am. Chem. Soc. 1984, 25, 2101. (m) Prasad, K.; Repic, O. J. Am. Chem. Soc. 1984, 25, 2435. (n) Rosen, T.; Taschner, M. J.; Heathcock, C. H. J. Org. Chem. 1984, 49, 3994.
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    • Danishefsky, S.1    Kerwin, J.F.2    Kobayashi, S.3
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    • (b) Falck J. R.; Yang, Y.-L. Tetrahedron Lett. 1984, 25, 3563
    • Yang, Y.-L.; Manna S.; Falck, J. R. J. Am. Chem. Soc. 1984, 106, 3811. (b) Falck J. R.; Yang, Y.-L. Tetrahedron Lett. 1984, 25, 3563.
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    • For a recent report on the opening of related prochiral an hydrides with chiral amines, see
    • For a recent report on the opening of related prochiral an hydrides with chiral amines, see: Kawakami, Y.; Hiratake, J.; Yamamoto, Y.; Oda, J. J. Chem. Soc., Chem. Commun. 1984, 779.
    • (1984) J. Chem. Soc., Chem. Commun. , pp. 779
    • Kawakami, Y.1    Hiratake, J.2    Yamamoto, Y.3    Oda, J.4


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