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Thermal and intermolecular ene reaction of allenes with alkynes proceeds to give cross-conjugated trienes but in low yield: Lee, C. B.; Newman, R. J. J.; Taylor, D. R. J. Chem. Soc., Perkin Trans. 1 1978, 1161.
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Pd-catalyzed intramolecular ene-type reaction of an allenyne was reported but a cross-conjugated triene was obtained in low yield of 15%: Oh, C. H.; Jung, S. H.; Rhim, C. Y. Tetrahedron Lett. 2001, 42, 8669.
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(d) Murakami, M.; Itami, K.; Ito, Y. Angew. Chem., Int. Ed. 1998, 37, 3418.
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(e) Shibata, T.; Kadowaki, S.; Takagi, K. Heterocycles 2002, 57, 2261.
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0013454244
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note
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b and Me protons were observed (Figure 1).
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21
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0013402348
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note
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Using 0.5 mol% catalyst, 2a was obtained in 14% yield and 1a (58%) was recovered.
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22
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0037178343
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and references cited therein
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Recently transition metal-catalyzed carbonylative coupling of allenynes was reported: Brummond, K. M.; Kerekes, A. D.; Wan, H. J. Org. Chem. 2002, 67, 5156; and references cited therein.
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Brummond, K.M.1
Kerekes, A.D.2
Wan, H.3
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