Enantioselective Dearomative [2π + 2σ] Photocycloaddition of Naphthalene Derivatives with Bicyclo[1.1.0]butanes Enabled by Gd(III) Catalysis
East China University of Science and Technology · Shanghai Institute of Organic Chemistry · +1 more institution
Abstract
The cycloaddition reactions of bicyclo[1.1.0]butanes with alkenes, imines, nitrones, or aziridines have served as an efficient platform to create conformationally restricted saturated bicyclic scaffolds. However, the use of readily available aromatics in such reactions, especially in an asymmetric manner, remains underexplored. Herein, we report a highly regio- and enantioselective dearomative [2π + 2σ] photocycloaddition reaction between naphthalene derivatives and bicyclo[1.1.0]butanes, enabled by Gd(III) catalysis. Bicyclo[1.1.0]butanes and naphthalenes adorned with a diverse array of functional groups are well-tolerated under mild conditions, affording enantioenriched pharmaceutically important…
Citation impact
- FWCI
- 36.79
- Percentile
- 100%
- References
- 101
Authors
5- WSWenjie Shen
East China University of Science and Technology, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences
- XZXin-Xuan Zou
Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences
- MLMuzi Li
Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences
- YCYuan‐Zheng ChengCorresponding
Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences
- SYShu‐Li YouCorresponding
East China University of Science and Technology, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences
Topics & keywords
- Chemistry
- Bicyclic molecule
- Naphthalene
- Enantioselective synthesis
- Catalysis
- Combinatorial chemistry
- Medicinal chemistry
- Organic chemistry
Funding
- NNNational Natural Science Foundation of ChinaAwards: 22261132511, 22031012, 22201291
- CAChinese Academy of SciencesAward: XDB0610000
- SAScience and Technology Commission of Shanghai MunicipalityAwards: 2023000285, 22JC1401103
- YIYouth Innovation Promotion Association of the Chinese Academy of SciencesAward: 2023000046
- NKNational Key Research and Development Program of ChinaAward: 2021YFA1500100