著者

浦口 大輔 大井 貴史

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.76, no.11, pp.1144-1153, 2018-11-01 (Released:2018-11-09)

参考文献数

97

被引用文献数

8

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The ammonium betaine was developed as an intramolecular ion-pair catalyst for realizing cooperative catalysis of a cation and anion; i.e. ion-pair catalysis. Combination of the stereocontrolling ability of the chiral ammonium ion and functions of the pairing aryloxylate ion enabled bifunctional organic base catalysis and ionic nucleophilic catalysis, which facilitate a variety of organic transformations with rigorous stereochemical control. In addition, employing a single-electron-accepting cation as a partner of the basic aryloxylate led to the development of a chemical redox catalyst with the capability of proton-coupled electron transfer (PCET). This research demonstrates a power of the ion-pair catalysis in selective organic synthesis and is therefore likely to stimulate further study in this field.