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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 19, 1989 - Issue 11-12
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Original Articles

The Stereoselective Synthesis of Disubstituted E, Z-Diene Ester

Pages 2125-2132 | Received 10 Mar 1989, Published online: 24 Oct 2006

References

  • Barlett , P. A. 1980 . Tetrahedron. , 36 : 2
  • Kobayashi , S. and Mukaiyama , T. 1974 . Chem. Let. , : 705
  • Bautagy , J. and Thomas , R. 1974 . Chem. Rev. , 74 : 87 Wadsworth, W. S., Org. React., 1977, 25, 73 Reviews:
  • Kinstel , T. H. and Mandanas , B. Y. 1908 . Chem. Commun. , Fevre, C. L. and Seyden, J., ibid., 1970, 1308; Deschampus, B. Febvre, G. L. and Seyden-Penne, J., Tetrahedron., 1972, 28, 4209; Redjal, A. and Seydon-Penne, J., Tetrahedron Lett., 1974; 1733; Brever, E. and Bannet, D. M., Tetrahedron Lett., 1977, 1141
  • Nagaokan , H. and Kishi , Y. 1981 . Tetrahedron. , 37 : 3873 Fukuyama, T. Akasaka, K. and Kishi, Y., J. Amchem. Soc., 1979, 101, 259.
  • Satisfactory spectroscopic data were obtained for all now compounds. Listed below some spectroscopic 'H NMR data.
  • a. 6.92 (dd, J=1 1 & 4.67 Hz), 6.02(dd, j=15.7 & 1.57 Hz.)
  • 6.77 (dd, J=15.7 & 6.08 Hz), 5.9 (dd, J=15.7 & 1 Hz.)
  • 5.56 (m,1H), 5.56 (dd, 1H) 4.7 (m, 1H), 3.85 (m. 1H), 1.35 (d,3H)
  • 5.575 (m,1H), 5.52 (dd,1H), 4.6 (m,1H), 3.48 (m,1H), 1.2 (d,3H)
  • 7.47 (dd, J=11.3 & 15.44 Hz, 1H), 6.56 (dd, J=11.35 & 11.3 Hz, 1H) 6.06 (dd, 15.44 & 6.1 Hz, 1H), 5.68(d, J=11.3 Hz,1H)
  • 7.47(dd, J=11.3 & 15.4 Hz, 1H), 6.56(dd, J=11.3 & 11.35 Hz, 1H), 6.06(dd, J=6.1 & 15.4 Hz, 1H), 5.68(d, J=11.35 Hz, 1H), 3.72(s,3H), 1.32(d, J=6.1 Hz, 3H).
  • 7.25(dd, J=11 & 15.17 Hz, 1H), 6.34(dd, J=11 & 15.4 Hz, 1H) 6.05(dd, J=.15.1 & 6.1 Hz), 5.88(d, J=15.4 Hz, & 1H)
  • Bodnarchuk , N. O. , Malovik , V. V. and Derkach , G. I. 1970 . z. h. Obshch Khim. , 40 : 1210
  • Still , W. C. and Cennari , C. 1983 . Tetrahedron Lett. , 24 : 4405
  • Ireland , R. E. 1985 . J. Org. Chem. , 50 : 2198
  • Baker , K. and Sims , K. J. 1981 . Synthesis. , : 117

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