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: james.white
oregonstate.edu
S. Shaw, J. D. White, Org. Lett., 2015, 17, 4564-4567.
DOI: 10.1021/acs.orglett.5b02280
Abstract
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.
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Key Words
ID: J54-Y2015
