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• W4321018150 endingPage "4818" @default.
• W4321018150 startingPage "4808" @default.
• W4321018150 abstract "The textbook alkene halogenation reaction establishes straightforward access to vicinal dihaloalkanes. However, a robust catalytic method for dihalogenizing electron-deficient olefins in an enantioselective manner is still under development, and its mechanism remains controversial. Herein, we disclose efficient regio-, anti-diastereo-, and enantioselective dibromination, bromochlorination, and dichlorination reactions of enones catalyzed by a chiral N,N'-dioxide/Yb(OTf)3 complex. With the combination of electrophilic halogen and halide salts as halogenating agents, an array of homo- and heterodihalogenated derivatives is achieved in moderate to good enantioselectivities. Moreover, DFT calculations reveal that a novel triplet halo-radical pylon intermediate is probable in accounting for the exclusive regio- and anti-diastereoselectivity." @default.
• W4321018150 created "2023-02-17" @default.
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• W4321018150 date "2023-02-16" @default.
• W4321018150 modified "2023-10-17" @default.
• W4321018150 title "Enantioselective <i>anti</i>-Dihalogenation of Electron-Deficient Olefin: A Triplet Halo-Radical Pylon Intermediate" @default.
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• W4321018150 doi "https://doi.org/10.1021/jacs.2c13810" @default.
• W4321018150 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/36795915" @default.
• W4321018150 hasPublicationYear "2023" @default.
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