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. 2006 Jun 5;103(24):8928–8933. doi: 10.1073/pnas.0601687103

Table 7.

CDC reaction of tetrahydroisoquinoline with 2-naphtholInline graphic

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).