Organic Chemistry Portal



Regioselective and Enantioselective Addition of Sulfur Nucleophiles to Acyclic α,β,γ,δ-Unsaturated Dienones Catalyzed by an Iron(III)-Salen Complex

Subrata Shaw and James D. White*

*Department of Chemistry, Oregon State University, Corvallis, Oregon 97331, United States, Email:

S. Shaw, J. D. White, Org. Lett., 2015, 17, 4564-4567.

DOI: 10.1021/acs.orglett.5b02280


A chiral iron(III)-salen complex catalyzes a regioselective, enantioselective conjugate addition of thiols to acyclic α,β,γ,δ-unsaturated dienones at the δ carbon to provide δ-thia-α,β-unsaturated ketones in high yield and enantioselectivity. A model providing an explanation for the regio- and stereoselection is proposed.

see article for more examples

Key Words


ID: J54-Y2015