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For chemistry and biology of some dehydroretinoids, see: Khitrina, L. V.; Eremin, S. V.; Khodonov, A. A.; Kaulen, A. D. Biol. Membr. 1994, 11, 575. Jaeger, E. P.; Jurs, P. C.; Stouch, T. R. Eur. J. Med. Chem. 1993, 28, 275. Sarkar, R.; Das, S. K. Neoplasma 1992, 39, 87. Danshina, S. V.; Drachev, A. L.; Drachev, L. A.; Kaulen, A. D.; Mitsner, B. I.; Khitrina, L. V.; Khodonov, A. A. Bioorg. Khim. 1989, 15, 307. Wuest, H. H.; Janssen, B.; Frickel, F. Biochem. Soc. Trans. 1986, 14, 933. Niculescu-Duvaz, I.; Simon, Z.; Voiculet, N. Carcinogenesis 1985, 6, 479. Hopf, H.; Krause, N. Tetrahedron Lett. 1985, 26, 3323. Gaertner, W.; Oesterhelt, D.; Seifert-Schiller, E.; Towner, P.; Hopf, H.; Boehm, I. J. Am. Chem. Soc. 1984, 106, 5654. Newton, D. L.; Henderson, W. R.; Sporn, M. B. Cancer Res. 1980, 40, 3413. Lotan, R.; Neumann, G.; Lotan, D. Cancer Res. 1980, 40, 1097. Olive, J. L.; Mousseron-Canet, M.; Dornand, J. Bull. Soc. Chim. Fr. 1969, 3247.
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Newton, D.L.1
Henderson, W.R.2
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For chemistry and biology of some dehydroretinoids, see: Khitrina, L. V.; Eremin, S. V.; Khodonov, A. A.; Kaulen, A. D. Biol. Membr. 1994, 11, 575. Jaeger, E. P.; Jurs, P. C.; Stouch, T. R. Eur. J. Med. Chem. 1993, 28, 275. Sarkar, R.; Das, S. K. Neoplasma 1992, 39, 87. Danshina, S. V.; Drachev, A. L.; Drachev, L. A.; Kaulen, A. D.; Mitsner, B. I.; Khitrina, L. V.; Khodonov, A. A. Bioorg. Khim. 1989, 15, 307. Wuest, H. H.; Janssen, B.; Frickel, F. Biochem. Soc. Trans. 1986, 14, 933. Niculescu-Duvaz, I.; Simon, Z.; Voiculet, N. Carcinogenesis 1985, 6, 479. Hopf, H.; Krause, N. Tetrahedron Lett. 1985, 26, 3323. Gaertner, W.; Oesterhelt, D.; Seifert-Schiller, E.; Towner, P.; Hopf, H.; Boehm, I. J. Am. Chem. Soc. 1984, 106, 5654. Newton, D. L.; Henderson, W. R.; Sporn, M. B. Cancer Res. 1980, 40, 3413. Lotan, R.; Neumann, G.; Lotan, D. Cancer Res. 1980, 40, 1097. Olive, J. L.; Mousseron-Canet, M.; Dornand, J. Bull. Soc. Chim. Fr. 1969, 3247.
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Lotan, R.1
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0014571440
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For chemistry and biology of some dehydroretinoids, see: Khitrina, L. V.; Eremin, S. V.; Khodonov, A. A.; Kaulen, A. D. Biol. Membr. 1994, 11, 575. Jaeger, E. P.; Jurs, P. C.; Stouch, T. R. Eur. J. Med. Chem. 1993, 28, 275. Sarkar, R.; Das, S. K. Neoplasma 1992, 39, 87. Danshina, S. V.; Drachev, A. L.; Drachev, L. A.; Kaulen, A. D.; Mitsner, B. I.; Khitrina, L. V.; Khodonov, A. A. Bioorg. Khim. 1989, 15, 307. Wuest, H. H.; Janssen, B.; Frickel, F. Biochem. Soc. Trans. 1986, 14, 933. Niculescu-Duvaz, I.; Simon, Z.; Voiculet, N. Carcinogenesis 1985, 6, 479. Hopf, H.; Krause, N. Tetrahedron Lett. 1985, 26, 3323. Gaertner, W.; Oesterhelt, D.; Seifert-Schiller, E.; Towner, P.; Hopf, H.; Boehm, I. J. Am. Chem. Soc. 1984, 106, 5654. Newton, D. L.; Henderson, W. R.; Sporn, M. B. Cancer Res. 1980, 40, 3413. Lotan, R.; Neumann, G.; Lotan, D. Cancer Res. 1980, 40, 1097. Olive, J. L.; Mousseron-Canet, M.; Dornand, J. Bull. Soc. Chim. Fr. 1969, 3247.
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Olive, J.L.1
Mousseron-Canet, M.2
Dornand, J.3
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Ley, S.V.1
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Also, see: Nelson, J. H.; Verstuyft, A. W.; Kelley, J. D.; Jonassen, H. B. Inorg. Chem. 1974, 13, 27. Sonogashira, K.; Yatake, T.; Tohda, Y.; Takahashi, S.; Hagihara, N. J. Chem. Soc., Chem. Commun. 1977, 291. Sebald, A.; Stader, C.; Wrackmeyer, B.; Bensch, W. J. Organomet. Chem. 1986, 311, 233.
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Verstuyft, A.W.2
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Also, see: Nelson, J. H.; Verstuyft, A. W.; Kelley, J. D.; Jonassen, H. B. Inorg. Chem. 1974, 13, 27. Sonogashira, K.; Yatake, T.; Tohda, Y.; Takahashi, S.; Hagihara, N. J. Chem. Soc., Chem. Commun. 1977, 291. Sebald, A.; Stader, C.; Wrackmeyer, B.; Bensch, W. J. Organomet. Chem. 1986, 311, 233.
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Sonogashira, K.1
Yatake, T.2
Tohda, Y.3
Takahashi, S.4
Hagihara, N.5
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98
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0000565621
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Also, see: Nelson, J. H.; Verstuyft, A. W.; Kelley, J. D.; Jonassen, H. B. Inorg. Chem. 1974, 13, 27. Sonogashira, K.; Yatake, T.; Tohda, Y.; Takahashi, S.; Hagihara, N. J. Chem. Soc., Chem. Commun. 1977, 291. Sebald, A.; Stader, C.; Wrackmeyer, B.; Bensch, W. J. Organomet. Chem. 1986, 311, 233.
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Sebald, A.1
Stader, C.2
Wrackmeyer, B.3
Bensch, W.4
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99
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1842370568
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note
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-Ac ⇌ 2 + HOAc We thank one of the referees for drawing attention to this additional possibility. While this represents one of several possibilities that we have considered, the lack of any experimental data led us not to include details regarding this step in Scheme 5.
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