(4 + 3)-Cycloaddition of Donor–Acceptor Cyclopropanes with Thiochalcones: A Diastereoselective Access to Tetrahydrothiepines

• DOI: 10.1021/acs.orglett.9b03623
• Publication Date: 2019-11-11T15:11:45Z
• Authors: André U. Augustin; J. Luca Merz; Peter G. Jones; Grzegorz Mlostoń; Daniel B. Werz
• Keywords: Stereospecificity; Acceptor; Functional group; Reaction conditions

A general approach is described for the formation of tetrahydrothiepines using donor-acceptor cyclopropanes. Thiochalcones, functioning as sulfur-containing four-atom building blocks, were reacted in a Lewis acid catalyzed formal (4 + 3)-cycloaddition reaction with cyclopropanes three-atom blocks. Under mild conditions various synthesized good yields stereospecific high functional group tolerance.