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Issue 10, 2019
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Carboxylate phosphabetaine as a bifunctional organocatalyst for the intramolecular ring opening of oxetane

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Abstract

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.

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

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Submitted
27 Feb 2019
Accepted
02 Apr 2019
First published
02 Apr 2019

Org. Chem. Front., 2019,6, 1681-1685
Article type
Research Article

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

D. Xu, H. Wei, Y. Zhen, Y. Gao, R. Li, X. Li, Y. He, Z. Zhang and W. Xie, Org. Chem. Front., 2019, 6, 1681
DOI: 10.1039/C9QO00304E

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