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Synthetic and Biological Studies of Compactin and Related Compounds
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Part 4 in the series For part 3, see
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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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Rosen, T.1
Taschner, M.J.2
Heathcock, C.H.3
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Arteriosclerosis: A report by the National Heart and Lung Institute Task Force on Arteriosclerosis
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2, Govt. Printing Office: Washington, DC
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“Arteriosclerosis: A report by the National Heart and Lung Institute Task Force on Arteriosclerosis”; 2, Govt. Printing Office: Washington, DC, 1971; DHEW Publication [NIH] 72–219 Vol. 2.
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(b) White, L. W.; Rudney, H. Biochemistry 1970, 9, 2725
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Slakey, L. L.; Craig. M. C.; Beytia, E.; Briedis, A. V.; Feldbrugge, D. H.; Dugan, R. E.; Qureshi, A. A.; Subbarayan, C.; Porter, J. W. J. Biol. Chem. 1972, 247, 3014. (b) White, L. W.; Rudney, H. Biochemistry 1970, 9, 2725.
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Slakey, L.L.1
Craig, M.C.2
Beytia, E.3
Briedis, A.V.4
Feldbrugge, D.H.5
Dugan, R.E.6
Qureshi, A.A.7
Subbarayan, C.8
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(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
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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.
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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
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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.
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Wang, N.Y.1
Hsu, C.T.2
Sih, C.J.3
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10
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0000570755
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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
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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
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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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Yang, Y.-L.1
Manna, S.2
Falck, J.R.3
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Mabuchi, H.; Haba, T.; Tatami, R.; Miyamoto, S.; Sakai, Y.; Wakasugi, T.; Watanabe, A.; Koizumi J.; Takeda, R. N. Engl. J. Med. 1981, 305, 478.
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Mabuchi, H.1
Haba, T.2
Tatami, R.3
Miyamoto, S.4
Sakai, Y.5
Wakasugi, T.6
Watanabe, A.7
Koizumi, J.8
Takeda, R.9
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Rosen, T.; Watanabe, M.; Heathcock, C. H. J. Org. Chem. 1984, 49, 3657.
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37049094701
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For a recent report on the opening of related prochiral an hydrides with chiral amines, see
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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.
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Kawakami, Y.1
Hiratake, J.2
Yamamoto, Y.3
Oda, J.4
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