Table 3.
1H NMR yield for β-β and β-O coupling products using four chemical oxidants
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|---|---|---|---|---|
| Entry | Oxidant | % 1ba | % β-O couplinga | % β-β couplinga |
| 1 | tert-butyl hydroperoxide (70% in H2O) | trace | 28 | 28 |
| 2 | (NH4)2S2O8 | 10 | 12 | trace |
| 3 | iodosobenzene | 10 | 12 | 52 |
| 4 | H2O2 (30% in H2O) | 30 | 20 | 32 |
Yields determined by 1H NMR spectroscopy of the reaction mixture with CH2Br2 as internal standard.
