Table 2.
| |||||
---|---|---|---|---|---|
entry | product | time (h) | yieldb (%) | ant i:sync | eed (%) |
1 |
9a |
30 | 88 | 82:18 | 90 |
2 |
9b |
18 | 90 | 90:10 | 90 |
3 |
9c |
48 | 74 | 86:14 | 92 |
4 |
9d |
36 | 80 | 83:17 | 91 |
5 |
9e |
18 | 85 | 85:15 | 79 |
6 |
9f |
30 | 80 | 90:10 | 97 |
7 |
9g |
36 | 82 | 68:32 | 86 |
8 |
9h |
18 | 85 | 89:11 | 75 |
9 |
9i |
36 | 82 | 84:16 | 86 |
10 |
9j |
24 | 90 | 90:10 | 91 |
The reactions were performed with aldehyde (0.1 mmol), ketone (0.5 mmol) and catalyst 2 (0.01 mmol) at rt.
Combined yield of isolated diastereomers.
Determined by 1H NMR of the crude product.
Determined by chiral-phase HPLC analysis for anti-product.