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. 2016 Oct 11;8(2):1344–1349. doi: 10.1039/c6sc04006c

Table 1. Chiral ligand- vs. chiral base-catalyzed asymmetric C(sp3)–H arylation a .

Inline graphic
Entry L Brønsted acid RYO2H e.r. (yield) ref.
1 Chiral NHC or phosphine Achiral RCO2H Up to 99 : 1 Kündig5
Up to 97 : 3 Kagan6
Up to 98 : 2 Cramer7a
2 None graphic file with name c6sc04006c-u2.jpg 65 : 35 (Traces) Kagan6
3 IPr graphic file with name c6sc04006c-u3.jpg 71 : 29 (20%) Cramer7a
4 PCy3 3,3′-CF3Ph-BPA Up to 98 : 2 This work

aIPr = 1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene; BPA = binol-derived phosphoric acid.