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note
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For comparison, when the reaction was carried out without sodium formate, a 15% yield of 6a was obtained (based on presumed 1). This result implies that a part of the carbonyl in 6a comes from 4a.
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84919613279
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note
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12 catalyst did not take place at all. On the basis of this result, it can be concluded that the mechanism does not involve the formation of 2-pyridinylmethyl formate.
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84919613278
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note
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-1.
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84919613277
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note
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(a) Sodium hydroxide generated from 1 was determined by measuring the pH of the aqueous solution before and after heating at 170 °C for 1 h; the initial pH of 6.9 increased to 9.1 after the reaction.
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84919613276
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note
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(b) The pH of the reaction mixture was measured during the reaction; the pH of 6.52 at the initial stage gradually increased to 10.74 after 4 h.
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0001595852
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Otera, J. Chem. Rev. 1993, 93, 1449.
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Otera1
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84919613275
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note
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When excess amounts (10 equiv) of isopropyl alcohol (3j) and tert-butyl alcohol (3k) were used in this hydroesterification, the yields of 6j and 6k were only marginally increased to 15% and 7%, respectively.
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84919613274
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note
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The stereochemistry of ester 6o was determined after conversion to the corresponding benzyl ester by comparison with known data in ref 4c.
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Cationic transition metal catalysts
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