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- W4309164985 abstract "Radical addition reactions of olefins have emerged as an attractive tool for the rapid assembly of complex structures, and have plentiful applications in organic synthesis, however, such reactions are often limited to polymerization or 1,2-difunctionalization. Herein, we disclose an unprecedented radical relay 1,4-oxyimination of two electronically differentiated olefins with a class of bifunctional oxime carbonate reagents via an energy transfer strategy. The protocol is highly chemo- and regioselective, and three different chemical bonds (C–O, C–C, and C–N bonds) were formed in a single operation in an orchestrated manner. Notably, this reaction provides rapid access to a large variety of structurally diverse 1,4-oxyimination products, and the obtained products could be easily converted into valuable biologically relevant δ-hydroxyl-α-amino acids. With a combination of experimental and theoretical methods, the mechanism for this 1,4-oxyimination reaction has been investigated. Theoretical calculations reveal that a radical chain mechanism might operate in the reaction." @default.
- W4309164985 created "2022-11-24" @default.
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- W4309164985 date "2022-11-16" @default.
- W4309164985 modified "2023-10-16" @default.
- W4309164985 title "Highly Selective Radical Relay 1,4-Oxyimination of Two Electronically Differentiated Olefins" @default.
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- W4309164985 doi "https://doi.org/10.1021/jacs.2c09244" @default.
- W4309164985 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/36383483" @default.
- W4309164985 hasPublicationYear "2022" @default.
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