Table 4.
Time dependency of domino aldol reactions in the presence of various metal chlorides (reaction temperature: 25 °C, 5a/6a in %).
| Entry | Time | AlCl3 | GaCl3 | InCl3 | ZrCl4 | SnCl4 | |||||
| 5a | 6a | 5a | 6a | 5a | 6a | 5a | 6a | 5a | 6a | ||
| 1 | 10 min | 34 | 14 | 15 | 70 | 56 | 9 | 23 | 26 | 15 (20)a | 40 |
| 2 | 30 min | 39 | 11 | 22 | 61 | 60 | 10 | 21 | 20 | 21 (19)a | 18 |
| 3 | 60 min | 48 | 10 | 42 | 40 | 68 | 10 | 43 | 16 | 34 (29)a | 17 |
| 4 | 120 min | 66 | 8 | 70 | 19 | 87 | - | 68 | 22 | 36 (29)a | 22 |
| 5 | 1 day | – | – | − | – | 73 | 3 | 67 | 6 | – | – |
| 6 | 5 days | – | – | – | – | 75 | 5 | 64 | 5 | – | – |
aSecond diastereomer.