An alternative access to 2,4,5-trisubstituted oxazoles via photoinduced oxidative annulation of enamide was developed by employing 9H-thioxanthen-9-one as the photocatalyst and PhNO2 as electron-acceptor in the presence o...
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Zwitterion‐Catalyzed Ring‐Opening of Epoxides with Carboxylic Acids
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The amide/phosphonium zwitterionic organocatalyst is useful to catalyze epoxide ring-opening with carboxylic acids to give 1,2-diol monoesters. Other than epoxide, aziridine can also be used in the reaction. Various valuable building blocks can be prepared using this approach.
Abstract
1,2-Diol mono-esters are useful building blocks in various areas. Herein, we report an efficient zwitterion-catalyzed epoxide ring-opening with carboxylic acids to give 1,2-diol monoesters. The catalytic protocol was applicable to a wide range of substrates. In addition, aziridine instead of epoxide could be used. The zwitterionic catalyst could be recycled by a simple aqueous extraction. The synthetic utilities of the 1,2-diol monoesters have been demonstrated.
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