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Synthesis of chloroalkanes and polychlorinated alkanes

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(PCy3)2Cl2Ru=CHPh-catalyzed Kharasch additions of trihaloalkanes across olefins provide polyhalogenated adducts, which upon hydrolysis furnish α,β-unsaturated ketones, aldehydes, or γ-hydroxybutenolides. This two-step process represents an overall acylation or carbonylation of an olefin.
B. T. Lee, T. O. Schrader, B. Martin-Matute, C. R. Kauffman, P. Zhang, M. L. Snapper, Tetrahedron, 2004, 60, 7391-7396.