A Stereoconvergent Cyclopropanation Reaction of Styrenes

Abstract

The first stereoconvergent cyclopropanation reaction by means of photoredox catalysis using diiodomethane as the methylene source is described. This transformation exhibits broad functional group tolerance and it is characterized by an excellent stereocontrol en route to trans-cyclopropanes regardless of whether E- or Z-styrene substrates were utilized.

Radical Cation Cyclopropanations via Chromium Photooxidative Catalysis

“…A Ru-catalyzed method using diiodomethane to achieve radical additions to styrene derivatives was recently described by Suero and coworkers. 11 …”

Real Sociedad Española de Química Prizes 2018

“…Suero's research involves developing the catalytic generation of unexplored carbon‐based reactive species, and to study their reactivity towards carbon–hydrogen bonds. His report on the stereoconvergent cyclopropanation reaction of styrenes was featured on the cover of Angewandte Chemie …”

Preise der Spanischen Chemischen Gesellschaft 2018

“…Suero untersucht die katalytische Erzeugung reaktiver Kohlenstoffspezies und ihre Reaktionen mit C‐H‐Bindungen. Mit einer Zuschrift über die stereokonvergente Cyclopropanierung von Styrolen schaffte er es auf das Titelbild der Angewandten Chemie …”