Enantioselective intramolecular [2 + 2] photocycloaddition using phosphoric acid as a chiral template

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作者
Takagi, Ryukichi [1 ]
Tabuchi, Chihiro [1 ]
机构
[1] Department of Chemistry, Graduate School of Science, Hiroshima University, 1-3-1 Kagamiyama, Higashi-Hiroshima,739-8526, Japan
来源
Organic and Biomolecular Chemistry | 2020年 / 18卷 / 45期
关键词
Enantioselectivity - Density functional theory;
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摘要
The enantioselective intramolecular [2 + 2] photocycloaddition of 4-bishomoally-2-quinolone (quinolinone) using phosphoric acid as a chiral template has been developed. Mechanistic studies using several NMR measurement techniques and density functional theory (DFT) calculations indicate that π-π interactions between the phenyl ring on phosphoric acid and quinolinone play important roles in the enantioselectivity. © 2020 The Royal Society of Chemistry.
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页码:9261 / 9267
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