Bicyclo[2.1.1]hexanes are established bioisosteres for phenyl rings, yet the access to single enantiomers remains challenging. Here an enantioselective copper-catalysed protoborylation is reported, enabling the synthesis of 1,3-disubstituted bicyclo[2.1.1]hexanes (1,3-BCHs) via desymmetrization of bicyclo[2.1.1]hex-2-enes. The suitability of 1,3-BCHs as meta-benzene bioisosteres is evaluated through their incorporation into drug molecules and the assessment of their bioactivity.
- Carla Pérez-Sánchez
- Pablo Garrido-García
- Mariola Tortosa