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Wiley, Angewandte Chemie International Edition, 21(56), p. 5921-5925

DOI: 10.1002/anie.201701538

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Metal-Free Formal Oxidative C−C Coupling by In Situ Generation of an Enolonium Species

Journal article published in 2017 by Daniel Kaiser, Aurélien de la Torre ORCID, Saad Shaaban, Nuno Maulide
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

AbstractMuch contemporary organic synthesis relies on transformations that are driven by the intrinsic, so‐called “natural”, polarity of chemical bonds and reactive centers. The design of unconventionally polarized synthons is a highly desirable strategy, as it generally enables unprecedented retrosynthetic disconnections for the synthesis of complex substances. Whereas the umpolung of carbonyl centers is a well‐known strategy, polarity reversal at the α‐position of a carbonyl group is much rarer. Herein, we report the design of a novel electrophilic enolonium species and its application in efficient and chemoselective, metal‐free oxidative C−C coupling.