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These difficulties may be ascribed to the unfavorable positioning of the 4-COOR substituent: the 5-COOR isomer is smoothly deprotonated at the C-2 Me group (ref 7), arguably because of good mesomeric stabilization of the resulting anion. In a later step of the synthesis of 1 and 2 (ref 2), Moody bypassed the problem by employing an organozinc reagent prepared from the 2-
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These difficulties may be ascribed to the unfavorable positioning of the 4-COOR substituent: the 5-COOR isomer is smoothly deprotonated at the C-2 Me group (ref 7), arguably because of good mesomeric stabilization of the resulting anion. In a later step of the synthesis of 1 and 2 (ref 2), Moody bypassed the problem by employing an organozinc reagent prepared from the 2-
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12
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66149189233
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analogue of oxazole 8.
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analogue of oxazole 8.
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The deprotonation of 22 with NaH is in accord with ref 6.
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These results shall be detailed in a forthcoming full paper.
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These results shall be detailed in a forthcoming full paper.
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66149173417
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The enol tautomer of 1-2 was recognizable from a characteristic 13C signal at 85 ppm. See the spectra provided in the Supporting Information.
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The enol tautomer of 1-2 was recognizable from a characteristic 13C signal at 85 ppm. See the spectra provided in the Supporting Information.
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