Details regarding a newly developed method for the selective synthesis of alpha-halo ketones based on a triphenylphosphine oxide-catalyzed reductive halogenation transformation of enone starting materials will be presented. This method allows for access to products that would be difficult to obtain selectively starting from ketones with non-equivalent enolizable alpha-positions, and utilizes very simple and widely available starting materials, and mild reaction conditions. Alternatives to this method, its scope, and applications of the products will be discussed.

Selective synthesis of alpha-halo ketones

252nd National Meeting (2016)

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