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The use of isolated imine in Honda-Reformatsky type reaction affords difluoro- -lactam derivatives, see: (a) Sato, K.; Tarui, A.; Matsuda, S.; Omote, M.; Ando, A.; Kumadaki, I. Tetrahedron Lett. 2005, 46, 7679-7681.
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98
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66449093013
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Fluoroalkene compounds obtained in this study as major isomers have coupling constants (3JHF ) 35.3-37.0). Those values are very consistent with those of compounds possessing (Z)-fluoroalkene units. See: Waschüsch, R.; Carran, J.; Savignac, P. Tetrahedron 1996, 52, 14199-14216. (E)-Fluoroalkenes have smaller coupling constants (3JHF ) 20.0-21.2).12a
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Fluoroalkene compounds obtained in this study as major isomers have coupling constants (3JHF ) 35.3-37.0). Those values are very consistent with those of compounds possessing (Z)-fluoroalkene units. See: Waschüsch, R.; Carran, J.; Savignac, P. Tetrahedron 1996, 52, 14199-14216. (E)-Fluoroalkenes have smaller coupling constants (3JHF ) 20.0-21.2).12a
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99
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66449109891
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Although precatalysts (1a and 1b) were equally effective for the conversion, column chromatographical purification of the crude obtained by the reaction with 1b was more easily conducted than that with 1a. Therefore, we preferentially used NHC precursor 1b at the experiments described later
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Although precatalysts (1a and 1b) were equally effective for the conversion, column chromatographical purification of the crude obtained by the reaction with 1b was more easily conducted than that with 1a. Therefore, we preferentially used NHC precursor 1b at the experiments described later.
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101
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0035835953
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For literature for 1,2-Brook rearrangement, see: (a) Moser, W. H. Tetrahedron 2001, 57, 2065-2084.
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For literature for 1,2-Brook rearrangement, see: (a) Moser, W. H. Tetrahedron 2001, 57, 2065-2084.
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102
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0037155523
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(b) Takeda, K.; Yamawaki, K.; Hatakeyama, N. J. Org. Chem. 2002, 67, 1786-1794.
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(f) Koudai, T.; Masu, H.; Yamaguchi, K.; Takeda, K. Tetrahedron Lett. 2005, 46, 6429-6432.
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107
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1542375011
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For literature about the use of acylsilanes in the presence of NHCs, see: a
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For literature about the use of acylsilanes in the presence of NHCs, see: (a) Mattoson, A. E.; Bharadwaj, A. R.; Scheidt, K. A. J. Am. Chem. Soc. 2004, 126, 2314-2315.
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111
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0001528673
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Diethylphosphonoacylsilane: (a) Nowick, J. S.; Danheiser, R. L. Tetrahedron 1988, 44, 4113-4134.
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Diethylphosphonoacylsilane: (a) Nowick, J. S.; Danheiser, R. L. Tetrahedron 1988, 44, 4113-4134.
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113
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66449086043
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Mixing of 1b and DBU in THF resulted in facile formation of the corresponding NHC catalyst compared with that of 1b and DIPEA.
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Mixing of 1b and DBU in THF resulted in facile formation of the corresponding NHC catalyst compared with that of 1b and DIPEA.
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114
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66449093012
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Although the reaction of 34b in the presence of MeOH afforded the corresponding FADI methyl ester in a slightly higher yield than that using EtOH as additive, the use of 2-propanol as an additive gave a complex mixture
-
Although the reaction of 34b in the presence of MeOH afforded the corresponding FADI methyl ester in a slightly higher yield than that using EtOH as additive, the use of 2-propanol as an additive gave a complex mixture.
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115
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66449132482
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Attempted reaction of aldehyde 20b in the presence of 1b and DBU in EtOH at 70 °C was not completed within 2 h to give FADI 16b in 24% isolated yield.
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Attempted reaction of aldehyde 20b in the presence of 1b and DBU in EtOH at 70 °C was not completed within 2 h to give FADI 16b in 24% isolated yield.
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117
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0032568285
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(b) Yoshida, A.; Hanamoto, T.; Inanaga, J.; Mikami, K. Tetrahedron Lett. 1998, 39, 1777-1780.
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