Table 1. Optimization of the conditions for Ugi multicomponent reactiona.
| No. | Lewis acid | Isocyanide, R1 | Solventb | Yield,d6(a)(i) | Yield,d7(a)(i) |
|---|---|---|---|---|---|
| 1 | BF3·Et2O | Bn | MeOH | 21 | — |
| 2 | InCl3 | Bn | MeOH | — | 11 |
| 3 | p-TsOH | Bn | MeOH | 5 | 1 |
| 4 | Sc(OTf)3 | Bn | MeOH | — | 8 |
| 5 | Mg(OTf)2 | Bn | MeOH | — | 10 |
| 6 | Cu(OTf)2 | Bn | MeOH | 2 | 6 |
| 7 | In(OTf)2 | Bn | MeOH | 5 | 11 |
| 8 | BF3·Et2O | t-Octyl | MeOH | 67 | — |
| 9 | BF3·Et2O | t-Butyl | MeOH | 11 | — |
| 10 | BF3·Et2O | t-Octyl | EtOH | 32 | 10 |
| 11 | BF3·Et2O | t-Octyl | t-BuOH | 24 | 18 |
| 12 | BF3·Et2O | t-Octyl | MeOHc | 44 | — |
| 13 | BF3·Et2O | t-Butyl | EtOH | 31 | 7 |
3(a), 1.0 equiv.; 4(i), 1.0 equiv.; 5, 1.0 equiv.; Lewis acid, 3.0 equiv.; solvent, 10 mL.
Temp., RT.
Temp., 60 °C.
Diastereomeric mixture.