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(PCy3)2Cl2Ru=CHPh Catalyzed Kharasch additions. Application in a formal olefin carbonylation

Belinda T. Lee, Thomas O. Schrader, Belén Martín-Matute, Christopher R. Kauffman, Peng Zhang and Marc L. Snapper*

*Department of Chemistry, Eugene F. Merkert Chemistry Center, Boston College, Chestnut Hill, MA 02467-3860, USA, Email:

B. T. Lee, T. O. Schrader, B. Martin-Matute, C. R. Kauffman, P. Zhang, M. L. Snapper, Tetrahedron, 2004, 60, 7391-7396.

DOI: 10.1016/j.tet.2004.06.066


(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.

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Key Words

Kharrasch Addition, Polychlorinated Alkanes, Enones, Butenolides, Metathesis, Radical, Carbonylation

ID: J72-Y2004-630