- Copper-catalyzed carboxylation of hydroborated disubstituted alkenes and terminal alkynes with cesium fluoride
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A protocol for the hydrocarboxylation of disubstituted alkenes and terminal alkynes providing access to different secondary carboxylic acids and malonic acid derivatives has been developed. This methodology relies on an initial hydroboration using 9-BBN followed by carboxylation with carbon dioxide in the presence of a copper catalyst and the additive, cesium fluoride. Different cyclohexene, styrene, and stilbene derivatives could be utilized, and alkynes could be transformed into their corresponding dicarboxylic acids in good yields. Finally, six different terpenoids were carboxylated using the developed procedure. (Chemical Equation Presented).
- Juhl, Martin,Laursen, Simon L. R.,Huang, Yuxing,Nielsen, Dennis U.,Daasbjerg, Kim,Skrydstrup, Troels
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p. 1392 - 1396
(2017/05/24)
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- Novel route to carboxylic acids via the DCME reaction
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Brown's DCME reaction was successfully performed employing B-alkyl-9-oxa-10-borabicyclo[3.3.2]decanes (1) to provide carboxylic acids (2) in good to excellent yields with complete retention of configuration.
- Soderquist, John A.,Martinez, Judith,Oyola, Yatsandra,Kock, Iveliz
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p. 5541 - 5543
(2007/10/03)
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