Table 2. Optimising the use of unsymmetrical aminating agents a .
| |||
| Entry | Reaction conditions | Yield
b
(%) |
|
| 6 | 7a | ||
| 1 | 10 mol% AgOTf, CH2Cl2, –78 → +20 °C, 2 h | 76 c | — |
| 2 | 10 mol% AgOTf, THF, –78 → +20 °C, 2 h | 85 | — |
| 3 | (1) 10 mol% AgOTf, THF, –78 → +20 °C, 2 h | 40 | 20 |
| (2) KHMDS (2.0 equiv.), –78 → –40 °C, 2 h | |||
| 4 | (1) 10 mol% AgOTf, THF, –78 → +20 °C, 2 h | 0 | 50 |
| (2) KHMDS (3.0 equiv.), –78 → –40 °C, 3 h | |||
| 5 | (1) 10 mol% AgOTf, THF, –78 → +20 °C, 2 h | 0 | 72 |
| (2) KHMDS (3.0 equiv.), –78 → –20 °C, 2 h | |||
aReactions performed using 0.36 mmol of 4a, 0.36 mmol of 2a in 3.6 ml solvent.
bIsolated yield.
cSimilar results obtained with 15 or 20 mol% catalyst.