Carboxylate phosphabetaine as a bifunctional organocatalyst for the intramolecular ring opening of oxetane

Organic Chemistry Frontiers(2019)

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摘要
Herein, we disclose that carboxylate phosphabetaine can act as a competent organocatalyst for promoting the intramolecular ring opening of oxetanes, delivering oxazolidin-2-ones in good to excellent yields. 1H NMR studies and DFT calculations revealed that the carboxylate moiety of the phosphabetaine not only acts as a proton shuttle, but also provides crucial hydrogen bonding for the activation of the oxetane ring.
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