730985-36-1Relevant academic research and scientific papers
Highly efficient and enantioselective cyclization of aromatic imines via directed C-H bond activation
Thalji, Reema K.,Ellman, Jonathan A.,Bergman, Robert G.
, p. 7192 - 7193 (2007/10/03)
The first highly enantioselective catalytic reaction involving aromatic C-H bond activation is communicated. Enantioselective cyclization of aromatic ketimines containing alkenyl groups tethered at the meta position of an imine directing group has been achieved using 5 mol % [RhCl(coe)2]2 and 15 mol % of an (S)-binol-derived phosphoramidite ligand. Selectivities of up to 96% ee and up to quantitative yields were obtained. Moreover, the identified catalyst system enables the intramolecular alkylation reaction to be performed at temperatures 75 °C lower than our previously reported achiral system. The reaction can even be performed at room temperature for one of the optimal substrates. Copyright
