Table 1. Optimization of Reaction Conditions in a Reaction of 5a and p-TolMgBra.
| entry | 5a/p-TolMgX (equiv) | temp (°C) | 8a (%)b | 9 (%)b | 
|---|---|---|---|---|
| 1 | 1:1.1 | –78 | 36 | 29c | 
| 2 | 1:1.1 | –25 | 71 | 17 | 
| 3 | 1:1.1 | rt | 76 | 7 | 
| 4 | 1:/1.1 | 0 | 65 | 10 | 
| 5 | 1:1.8 | 0 | 83 | 10 | 
| 6 | 1:2.5 | 0 | 83 | 0 | 
| 7d | 1:1.5 | 0 | 98 | 0 | 
Reaction conditions: 5a (0.13 mmol), ArMgBr (0.195 mmol), THF (2 mL).
Isolated yields.
Starting material 5a and 1-phenylbenzophospholan-3-one oxide (3a) were present in the crude reaction mixture.
Reaction was carried out for 30 min.
