Table 3.
The scope of different nucleophiles.[a]
 | ||||
|---|---|---|---|---|
| entry | NuH | time | 5[b] | yield[c] |
| 1 | p-xylene[d] | 5 h |  |
70% |
| 2 |  |
3 h |  |
78% |
| 3 |  |
3 h |  |
84% |
| 4 |  |
3 h |  |
84% |
| 5 |  |
8 h |  |
91% |
| 6[e] |  |
12 h |  |
69%[f] |
| 7 |  |
3 h |  |
83% |
| 8 |  |
3 h |  |
81% |
| 9 |  |
3 h |  |
64% |
| 10 |  |
1 h |  |
49% |
| 11 | n-BuOH | 15 h |  |
66% |
| 12 | n-BuOH | 12 h |  |
62% |
| 13 | allyl alcohol | 10 h |  |
65% |
[a]
[1] = 0.1 M.
[b]
Regioisomers not separated. Ratio determined by 1H NMR.
[c]
Isolated yield.
[d]
Used as solvent.
[e]
10 mol % of IPrAuNTf2 used.
[f]
The regioselectivity is >9:1, and the yield is for the major isomer.