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The stereochemical relationship between the ester and aryl groups in 7 was determined to be trans, as seen in the other derivatives (see, ref 6). Similar results were reported in the Knoevenagel condensation of ethyl 3-oxo-3-phenylpropionate with benzaldehyde, though the reaction of methyl acetoacetate was known to give a mixture of geometrical isomers; see following references and those cited therein.
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vic between the protons at the 2 and 3 positions of 2c is 2.8 Hz, suggesting a trans-arrangement. See ref 6 and the following references.
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We have already reported that a thermolytic method with Pd-C in refluxing diphenyl ether is effective to prepare some azulene derivatives, see: Kuroda, S.; Hirooka, S.; Iwaki, H.; Ikeda, M.; Nakao, T. Ogisu, M. Yasunami, M.; Takase, K. Chem. Lett. 1986, 2039. Kuroda S.; Hirooka, S.; Oda, M.; Iwaki, H.; Teranishi, S.; Matsushita, N.; Hongou, T.; Ikeda, M.; Hayashi, S.; Miyatake, R.; Izawa, M.; Yamada, M.; Shimao, I. Bull. Chem. Soc. Jpn. 1998, 71, 459.
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We have already reported that a thermolytic method with Pd-C in refluxing diphenyl ether is effective to prepare some azulene derivatives, see: Kuroda, S.; Hirooka, S.; Iwaki, H.; Ikeda, M.; Nakao, T. Ogisu, M. Yasunami, M.; Takase, K. Chem. Lett. 1986, 2039. Kuroda S.; Hirooka, S.; Oda, M.; Iwaki, H.; Teranishi, S.; Matsushita, N.; Hongou, T.; Ikeda, M.; Hayashi, S.; Miyatake, R.; Izawa, M.; Yamada, M.; Shimao, I. Bull. Chem. Soc. Jpn. 1998, 71, 459.
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