Table 3.
Catalytic ACA reactions of trialkyl aluminum reagents with cyclohexenones and cycloheptenones promoted by NHC copper complexes.[a]
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|---|---|---|---|---|---|---|---|---|
| Entry | Substrate [R] | (alkyl)3Al | NHC–AgI | T [°C] | t [h] | Yield [%][b] | e.r.[c] | ee [%][c] |
| 1 [d] | 8a [Me] | iBu3Al | 4 | 22 | 0.25 | 89 | 95:5 | 90 |
| 2 | 8b [5-hexenyl] | Me3Al | 5 | −78 | 12 | 85 | 95:5 | 90 |
| 3 | 8c [CO2Me] | Et3Al | 3 | −78 | 6 | 91 | 91.5:8.5 | 83 |
| 4 | 9a [nBu] | Me3Al | 5 | −78 | 12 | 90 | 92.5:7.5 | 85 |
| 5 | 9a [nBu] | Et3Al | 5 | 22 | 0.25 | 87 | 94.5:5.5 | 89 |
See Table 2.
5 mol % CuCl2·2 H2O was used.
