Table 7.
Entry | [Cu] | Yield of 20* | Yield of BINOL* |
---|---|---|---|
1 | Cul | 57 | 13 |
2 | CuCl | 51 | 10 |
3 | CuBr | 58 | 23 |
4 | CuBr2 | 63 | 10 |
5† | CuBr | 63 | 10 |
6† | CuBr2 | 72 | 11 |
7 | CuSO4 | 53 | 11 |
8 | Cu(OTf)2 | 55 | 15 |
Tetrahydroisoquinoline (0.1 mmol), 2-naphthol (0.1 mmol), TBHP (0.1 mmol, 5.5 M in decane), and [Cu] (5 mol%): otherwise are mentioned.
*Reported yields were NMR yields using an internal standard.
†Tetrahydroisoquinoline (0.2 mmol).