Table 1.
| ||||||
---|---|---|---|---|---|---|
Entry | Acid | Equiv | Temp (°C) | Time (h) | Ratiob 21/45 | Conv.b (%) |
1 | CSA | 0.1 | 25 | 28 | 1:1 | 97 |
2 | BF3•OEt2 | 0.1 | −78 | 25 | 1:6 | 10 |
3 | BF3•OEt2 | 0.1 | 0 | 1 | 1:1 | 100 |
4 | BF3•OEt2 | 0.1 | 40 | 0.5 | 1:1 | 100 |
5 | BF3•OEt2 | 1.0 | −78 | 1 | 1:3 | 80 |
6 | BF3•OEt2 | 2.0 | 0 | 0.3 | 1:1 | 100 |
Entries 1–6 were run in CH2Cl2.
Ratios and conversions were determined by 1H NMR.