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Synfacts 2016; 12(07): 0693
DOI: 10.1055/s-0035-1562292
DOI: 10.1055/s-0035-1562292
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
Gd-Catalyzed Photocycloaddition of Aryl Cyclopropyl Ketones to Alkenes
Further Information
Publication History
Publication Date:
17 June 2016 (online)
![](https://www.thieme-connect.de/media/synfacts/201607/i_h075_s1_10-1055_s-0035-1562292.gif)
Significance
The authors report a gadolinium-catalyzed asymmetric [3+2] photocycloaddition of aryl cyclopropyl ketones with alkenes. A variety of chiral cyclopentanes were obtained in high yields (≤95%) and stereoselectivities (up to >99% ee and dr up to >20:1).
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Comment
This result demonstrates that a combination of a chiral Lewis acid and photoredox catalysis offers a robust and potentially general approach to photochemical stereocontrol that is broadly applicable to the increasing number of powerful transformations achievable by using photoredox catalysis.
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![](https://www.thieme-connect.de/media/synfacts/201607/i_h075_s1_10-1055_s-0035-1562292.gif)