Enantioselective Desymmetrization of Cyclobutanones: A Speedway to Molecular Complexity

Angew Chem Int Ed Engl. 2020 Apr 27;59(18):6964-6974. doi: 10.1002/anie.201910767. Epub 2020 Feb 19.

Abstract

Cyclobutanones hold a privileged role in enantioselective desymmetrization because their inherent ring strain allows for a variety of unusual reactions to occur. Current strategies include α-functionalization, rearrangement, and C-C bond activation to directly convert cyclobutanones into a wide range of enantiomerically enriched compounds, including many biologically significant scaffolds. This Minireview provides an overview of state-of-the-art methods that generate complexity from prochiral cyclobutanones in a single operation.

Keywords: C−C bond activation; cyclobutanone; desymmetrization; quaternary stereocenters.

Publication types

  • Review
  • Research Support, Non-U.S. Gov't