Precise conformational control
A catalytic synthesis of acyclic vicinal difluoride stereoisomers via C–C bond formation between two monofluoro units, exploiting fluorine's electronic effects to lock substituent positions, resulting in stronger protein binding and distinct stereoisomer selectivity.
Qiu, Yehao · Vienna, Thomas · Fantoni, Tommaso · Chen, Reichi · Jiang, Xingyu · He, Zhitao · Butcher, Trevor W. · Nomura, Daniel · Hartwig, John F.
Chem 2024
difluorides bind more strongly than monofluorides
individual stereoisomers of the difluorides bind distinctly to the human proteome