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For the use of DBU in diazo transfer, see: (a) Baum, J. S.; Shook, D. A.; Davies, H. M. L.; Smith, H. D. Synth. Commun. 1987, 17, 1709. (b) Koteswar Rao, Y.; Nagarajan, M. J. Org. Chem. 1989, 54, 5678.
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0000159359
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To our knowledge, the Reich procedure has not previously been employed to prepare such an internally-substituted acyclic diene. For the development of this elimination procedure, see: (a) Reich, H. J.; Reich, I. L.; Wollowitz, S. J. Am. Chem. Soc. 1978, 100, 5981. (b) Suzuki T.; Sato, O.; Hirama, M.; Yamamoto, Y.; Murata, M. Yasumoto, T.; Harada, N. Tetrahedron Lett. 1991, 32, 4505.
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28
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0025896181
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To our knowledge, the Reich procedure has not previously been employed to prepare such an internally-substituted acyclic diene. For the development of this elimination procedure, see: (a) Reich, H. J.; Reich, I. L.; Wollowitz, S. J. Am. Chem. Soc. 1978, 100, 5981. (b) Suzuki T.; Sato, O.; Hirama, M.; Yamamoto, Y.; Murata, M. Yasumoto, T.; Harada, N. Tetrahedron Lett. 1991, 32, 4505.
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Harada, N.7
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29
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3643096160
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note
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Although we report yields based on total (E - Z) triene, we expect that only the E-triene can cyclize.
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