Carboxylate phosphabetaine as a bifunctional organocatalyst for the intramolecular ring opening of oxetane
Literature Information
Publication Date
2019-04-02
DOI
10.1039/C9QO00304E
Impact Factor
5.281
Authors
Dongyang Xu, Hongbo Wei, Yanxia Zhen, Yu-Qi Gao, Ruoxin Li, Xingzhou Li, Yupeng He, Zhong Zhang
View Original
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.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
(2R,4R)-1-Boc-4-Aminopyrrolidine-2-carboxylic acid
CAS Number:
132622-98-1
Molecular Formula:
C10H18N2O4
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