Table 9.
Entry | Alcohol | R2-Br | Product | Yield(b) | dr |
---|---|---|---|---|---|
1 | 60% | 10:1 | |||
2 | 70% | >20:1 | |||
3 | 40% | >20:1 | |||
4 | 53% | >20:1 | |||
5(a)(b) | 0%(c) | -- |
Conditions: 1.0 equiv alcohol, 2.0 equiv ArBr, 2.0 equiv NaOtBu, 1 mol % Pd2(dba)3, 2 mol % dpe-phos, THF (0.13-0.25 M), 65 °C.
Yields represent average isolated yields for two or more experiments.
Oxidation of the alcohol substrate to 2-allylcyclopentanone was observed.