Stereoselective Visible‐Light Catalyzed Cyclization of Bis(enones): A Viable Approach to the Synthesis of Enantiomerically Enriched Cyclopentane Rings
نویسندگان
چکیده
Photoredox catalytic cyclization of aryl enones in the presence visible light, promoted either by metals or organic dyes, represent a valuable strategy for synthesis cycloalkanes. The development stereoselective version such transformation, metal-free catalyst Eosin Y was studied, with aim to realize an efficient protocol in-flow enantiomerically enriched functionalized cyclopentane rings, taking advantage flow reactors technology. use chiral auxiliary on bisenone be cyclized offers straightforward and convenient option exert stereocontrol light-driven cyclization. By exploiting Evans’ oxazolidinones, affords, after removal auxiliary, 1,2-trans ring up 83/17 enantiomeric ratio. When reaction performed continuo, homemade coil photoreactor, high yields were observed. also successfully realized 3D-printed mesoreactor, without any change diastereoseletctivity process.
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ژورنال
عنوان ژورنال: European Journal of Organic Chemistry
سال: 2021
ISSN: ['1434-193X', '1099-0690']
DOI: https://doi.org/10.1002/ejoc.202100397