(4
R,4′
R,5
S,5′
S)-2,2′-(1-Methylethylidene) or (4
S,5
R)-Bis-Phbox) can be used as a ligand:
- To prepare selective exo-catalysts for enantioselective 1,3-dipolar cycloaddition reactions.
- In the asymmetric aminooxygenation of alkenes in the presence of tetramethylaminopyridyl radical (TEMPO) as an oxidant and copper(II) triflate as a catalyst.
- In asymmetric aminofluorination of olefins using an iron catalyst.
This chiral Box ligand was most recently shown to mediate an asymmetric aminofluorination of olefins utlizing Xtalfuor-E (719439) and TREAT-HF (344648). The resulting cyclic carbamates can be readily converted into their concomitant beta-fluoro amino acids.