Table 3. Screening of H8-BINAP Derivatives in the Asymmetric C–H Arylation of Complex 1a with 2a.
Entry | Ligand | Yield 3aa (%)a | er3aab | Yield 4aa (%)a |
---|---|---|---|---|
1 | (S)-L10 | 42 | 7:93 | 27 |
2 | (S)-L11 | 33 | 46:54 | 16 |
3 | (S)-L12 | 27 | 46:54 | 7 |
4 | (S)-L13 | 37 | 27:73 | 22 |
5 | (S)-L14 | 33 | 50:50 | 19 |
6 | (S)-L15 | 46 | 10:90 | 24 |
7 | (S)-L16 | 37 | 20:80 | 20 |
8 | (S)-L17 | 37 | 27:73 | 22 |
9 | (S)-L18 | 40 | 18:82 | 22 |
Determined by 1H NMR spectroscopy using 1,3,5-trimethoxybenzene as internal standard.
Determined by HPLC (Chiralpak IB hexane/isopropyl alcohol).