Transfer hydrogenation of aldehydes using 3, 4, 6 or 7 as catalysta.
| Entry | Substrate | Catalyst | Isolated yield (%) |
|---|---|---|---|
| 1 |
|
7 | 98 |
| 6 | 94 | ||
| 3 | 70 | ||
| 4 | 73 | ||
| 2 |
|
7 | 91 |
| 6 | 83 | ||
| 3 | 66 | ||
| 4 | 74 | ||
| 3 |
|
7 | 89 |
| 6 | 85 | ||
| 3 | 72 | ||
| 4 | 70 | ||
| 4 |
|
7 | 82 |
| 6 | 83 | ||
| 3 | 70 | ||
| 4 | 71 | ||
| 5 |
|
7 | 79 |
| 6 | 82 | ||
| 3 | 73 | ||
| 4 | 70 | ||
| 6 |
|
7 | 85 |
| 6 | 84 | ||
| 3 | 68 | ||
| 4 | 72 | ||
| 7 |
|
7 | 84 |
| 6 | 80 | ||
| 3 | 73 | ||
| 4 | 71 | ||
| 8 |
|
7 | 80 |
| 6 | 81 | ||
| 3 | 71 | ||
| 4 | 66 | ||
| 9 |
|
7 | 75 |
| 6 | 77 | ||
| 3 | 65 | ||
| 4 | 61 | ||
| 10 |
|
7 | 81 |
| 6 | 83 | ||
| 3 | 70 | ||
| 4 | 66 | ||
| 11 |
|
7 | 80 |
| 6 | 81 | ||
| 3 | 64 | ||
| 4 | 61 | ||
| 12 |
|
7 | 87 |
| 6 | 84 | ||
| 3 | 73 | ||
| 4 | 76 | ||
| 13 |
|
7 | 95 |
| 6 | 91 | ||
| 3 | 77 | ||
| 4 | 71 | ||
| 14 |
|
7 | 77 |
| 6 | 75 | ||
| 3 | 77 | ||
| 4 | 75 | ||
| 15 |
|
7 | 82 |
| 6 | 79 | ||
| 3 | 61 | ||
| 4 | 67 | ||
| 16b |
|
7 | 75 |
| 6 | 71 | ||
| 3 | 61 | ||
| 4 | 66 | ||
| 17 |
|
7 | 80 |
| 6 | 76 | ||
| 3 | 60 | ||
| 4 | 69 | ||
| 18 |
|
7 | 77 |
| 6 | 74 | ||
| 3 | 58 | ||
| 4 | 63 | ||
| 19 |
|
7 | 70 |
| 6 | 72 | ||
| 3 | 55 | ||
| 4 | 61 | ||
| 20 |
|
7 | 0 |
| 6 | 0 | ||
| 3 | 0 | ||
| 4 | 0 | ||
| 21 |
|
7 | 0 |
| 6 | 0 | ||
| 3 | 0 | ||
| 4 | 0 | ||
| 22 |
|
7 | 0 |
| 6 | 0 | ||
| 3 | 0 | ||
| 4 | 0 |
Substrate (1.0 mmol), KOtBu (0.02 mmol), catalyst (0.02 mmol), iPrOH (5 mL), 60 °C, 24 h.
The reduced product is 3-phenylpro-2-yn-1-ol because the elimination occurred during the work-up.