TABLE 2.
Substrate extension of the Ferrier rearrangement reaction based on 2-nitroglucal donors.
| Entry | Acceptors | Products | Time (h) | Yield (%) a |
|---|---|---|---|---|
| 1 |
|
3a | 6 | 84 |
| 2 |
|
3b | 6 | 82 |
| 3 |
|
3c | 6 | 81 |
| 4 |
|
3d | 6 | 89 |
| 5 |
|
3e | 6 | 84 |
| 6 |
|
3f | 6 | 81 |
| 7 |
|
3g | 6 | 79 |
| 8 |
|
3h | 6 | 83 |
| 9 |
|
3i | 6 | 86 |
| 10 |
|
3j | 8 | 73 |
| 11 |
|
3k | 24 | 71 |
| 12 |
|
3l | 8 | 80 |
| 13 |
|
3m | 6 | 86 |
| 14 |
|
3n | 24 | Trace |
| 15 b |
|
3o | 12 | 84 |
| 16 b |
|
3p | 12 | 79 |
Isolated yield.
Donor is galactosyl 1b.