Table 1.
| |||
---|---|---|---|
entry | NuH | product | yield (%) |
1b | 6a | 7a | 99 |
2b | 6b | 7b | 94 |
3 | 6c | 7c | 97 |
4c | 6d | 7d | 91 |
5 | 6e | 7e | 99 |
6 | 6f | 7f | 78 |
7 | 6g | 7g | 98 |
8 | 6h | 7h | 96 |
9 | 6i | 7i | 85 |
10 | 6j | 7j | 92 |
Unless otherwise noted, reactions were conducted with alcohol (1.0 equiv.), 1.0 equiv. of acidic pronucleophile, 1.2 equiv. of triphenylphosphine, and 1.2 equiv. of DIAD in THF at 23 °C for 30 min.
1.5 equiv. of acidic pronucleophile, 1.5 equiv. of triphenylphosphine, and 1.5 equiv. of DIAD were used. Reaction time: 30 min. Temp.: 23 °C.
2.0 equiv. of acidic pronucleophile, 1.5 equiv. of triphenylphosphine, and 1.5 equiv. of DIAD were used. Reaction time: 12 h. Temp.: 23 °C.