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A method for the selective synthesis of unsymmetrical α-haloketones has been developed. The key transformation is a triphenylphosphine oxide catalyzed reductive halogenation of an α,β-unsaturated ketone in which trichlorosilane is the reducing reagent and an -halosuccinimide is the electrophilic halogen source. This method allows for a halogen atom to be installed selectively at either of two very similarly substituted sites adjacent to a ketone group.
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| http://dx.doi.org/10.1021/acs.orglett.9b02324 | DOI Listing |
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