- Highly effective C-C bond cleavage of lignin model compounds
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A highly effective method is developed for the C-C bond cleavage of lignin model compounds. The inert Cα-Cβ or Cα-Cphenyl bond of oxidized lignin model compounds was successfully converted to an active ester bond through the classic organic name reaction, Baeyer-Villiger (BV) oxidation, and thus acetal esters and aryl esters were produced in high yields (up to 99%) at room temperature. Next, K2CO3 catalyzed the alcoholysis of the resulting ester products at 45 °C, affording various useful chemical platforms in excellent yields (up to 99%), such as phenols and multifunctional esters. This method uses commercially available reagents, is transition-metal free and simple, but highly effective, and involves mild reaction conditions.
- Wang, Yinling,Wang, Qianyi,He, Jianghua,Zhang, Yuetao
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supporting information
p. 3135 - 3141
(2017/07/24)
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- Electrochemical generation and reactions of acyloxytriphenylphosphonium ions
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Constant-current electrolysis, in an undivided cell, of Ph3P in the presence of a carboxylic acid in CH2Cl2 containing 2,6-lutidinium perchlorate as the supporting electrolyte was shown to generate the corresponding acyloxyphosphonium ion, Ph3P+-OCOR, which was converted in situ to esters, amides, and β-lactams under mild conditions.
- Ohmori, Hidenobu,Maeda, Hatsuo,Kikuoka, Masayuki,Maki, Toshihide,Masui, Masaichiro
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p. 767 - 776
(2007/10/02)
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