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Diketones
A diketone is an organic molecule that contains two keto groups separated by one methylene group (>CH2). The simplest example of a diketone is diacetyl. Diketones are building blocks of many natural compounds such as pheromones or anti-tumor agents, whereas ketones with an aromatic side chain are used in a wide field of medicinal applications.From: Chemical Processing of Ceramics [2019], Elastic and Plastic Deformation of Carbon Nanotubes [2019], Pharmaceutical Biocatalysis [2019]
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Ketoesters as α- and β-ketoesters are reduced to α- and β-hydroxyesters, which are important intermediates for many complex substances. Those motifs can be found in a variety of natural products, such as statin side chains, prostaglandins or leukotrienes. Diketones are building blocks of many natural compounds such as pheromones or anti-tumor agents, whereas ketones with an aromatic side chain are used in a wide field of medicinal applications. Numerous substances contain halogenated side-chains of which α-halo ketones are from special interest. Their corresponding halohydrins are versatile intermediates for the synthesis of biologically active compounds as potent protease inhibitors employed against HIV. Fluorinated substances make approximately 20% of all available drugs. The application of heterocyclic chiral alcohols is as diverse as their structure. Some of them are used as intermediates for central nervous system modulators or as therapeutic agents against cocaine abuse (Cuetos et al., 2014).
An efficient and simple one-pot procedure for the synthesis of α-diketones from a variety of aldehydes via benzoin condensation under the influence of a catalytic amount of DBU-NHC has been developed by Shimakawa et al. (Scheme 58) (75).