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For early efforts in the synthesis of hex-3-ene-1,5-diynes, see (a) Roedig, A.; Kiepert, K. Ann. 1955, 593, 71.
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Sugiura, Y.; Shiraki, T.; Konishi, M.; Oki, T. Proc. Natl. Acad. Sci. USA 1990, 87, 3831.
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(e) Tomioka, K.; Fujita, H.; Koga, K. Tetrahedron Lett. 1989, 30, 851.
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(f) Kadow, J. F.; Saulnier, M. G.; Tun, M. M.; Langley, D. R.; Vyas, D. M. Tetrahedron Lett. 1989, 30, 3499.
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(g) Myers, A. G.; Harrington, P. M.; Kuo, E. Y. J. Am. Chem. Soc. 1991, 113, 694.
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(h) Haseltine, J. N.; Cabal, M. P.; Mantlo, N. B.; Iwasawa, N.; Yamashita, D. S.; Coleman, R. S.; Danishefsky, S. J.; Schulte, G. K. J. Am. Chem. Soc. 1991, 113, 3850.
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(i) Alami, M.; Crousse, B.; Linstrumelle, G. Tetrahedron Lett. 1994, 35, 3543.
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(a) Shair, M. D.; Yoon, T.; Danishefsky, S. J. J. Org. Chem. 1994, 116, 11556.
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(b) Shair, M. D.; Yoon, T.; Danishefsky, S. J. Angew. Chem. Int. Ed. Engl. 1995, 34, 1721.
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For examples see (a) Nicolaou, K. C.; Zuccarello, G.; Ogawa, Y.; Schweiger, E. J.; Kumazawa, T. J. Am. Chem. Soc. 1988, 110, 4866.
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(b) Nicolaou, K. C.; Ogawa, Y.; Zuccarello, G.; Kataoka, H. J. Am. Chem. Soc. 1988, 110, 7247.
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(g) Shibuya, M.; Sakai, Y.; Naoe, Y. Tetrahedron Lett. 1995, 36, 897.
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Chan, T.-L.; Fong, S.; Li, Y.; Man, T.-O.; Poon, C.-D. J. Chem. Soc., Chem. Commun. 1994, 1771.
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85029985724
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13C NMR, UV and mass spectral data. Some of the enediynes were unstable at room temperature and therefore elemental analysis data were not obtained
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13C NMR, UV and mass spectral data. Some of the enediynes were unstable at room temperature and therefore elemental analysis data were not obtained.
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34
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0001387337
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(E)-1,6-diphenylhex-3-ene-1,5-diyne: Noro, M.; Masuda, T.; Ichimura, A. S.; Koga, N.; Iwamura, H. J. Am. Chem. Soc. 1994, 116, 6179.
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Noro, M.1
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Koga, N.4
Iwamura, H.5
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35
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37049074238
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(Z)-1,6-diphenylhex-3-ene-1,5-diyne: Diederich, F.; Philp, D.; Seiler, P. J. Chem. Soc., Chem. Commun. 1994, 205.
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Diederich, F.1
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36
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85029990210
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13 m.p. 110-112°C)
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13 m.p. 110-112°C).
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