Photoinduced enantioselective transformations via o-quinodimethane intermediates

<h2>Abstract</h2> The effective stereoselective control of transient intermediates remains a formidable challenge in synthetic chemistry. <i>o</i>-Quinodimethane generated by photo-irradation has been extensively investigated and widely utilized as a nucleophilic surrogate. Nevertheless, enantioselective transformations involving <i>o</i>-quinodimethane are still underdeveloped, due to the persistent challenges in intercepting these intermediates and achieving effective stereoselective control with chiral catalysts. In this review, we summarize recent advances in photoinduced enantioselective reactions of <i>o</i>-quinodimethane, highlighting catalytic strategies, mechanistic insights, and current limitations in the field.

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Publication Details

Journal
Tetrahedron Chem
Published
2025-04-17
DOI
https://doi.org/10.1016/j.tchem.2025.100131
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Photoinduced enantioselective transformations via o-quinodimethane intermediates

Liwen Xia, Qingqin Huang, Lei Dai, Zhaofei Zhang
Tetrahedron Chem
Fluorine in Organic Chemistry
article

Photoinduced enantioselective transformations via o-quinodimethane intermediates

Liwen Xia, Qingqin Huang, Lei Dai, Zhaofei Zhang
article en

Abstract

<h2>Abstract</h2> The effective stereoselective control of transient intermediates remains a formidable challenge in synthetic chemistry. <i>o</i>-Quinodimethane generated by photo-irradation has been extensively investigated and widely utilized as a nucleophilic surrogate. Nevertheless, enantioselective transformations involving <i>o</i>-quinodimethane are still underdeveloped, due to the persistent challenges in intercepting these intermediates and achieving effective stereoselective control with chiral catalysts. In this review, we summarize recent advances in photoinduced enantioselective reactions of <i>o</i>-quinodimethane, highlighting catalytic strategies, mechanistic insights, and current limitations in the field.

Tetrahedron ChemVol. 14
Chongqing University (CN), National University of Singapore (SG), Purdue University West Lafayette (US)
National Natural Science Foundation of China, Chongqing University, Centre Scientifique et Technique du Bâtiment, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 94%
Fluorine in Organic Chemistry
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