Optimization of an asymmetric version of the reaction promoted by thiourea 48a.
| ||||||
|---|---|---|---|---|---|---|
| Entry | Solvent | BzX | M (mol L−1) | (X mol%) | Yield [%] | ee [%] |
| 1 | CH2Cl2 | BzCl | 0.015 | 20 mol% | 79 | 51 |
| 2 | Toluene | BzCl | 0.015 | 20 mol% | 52 | 64 |
| 3 | Toluene | BzBr | 0.015 | 20 mol% | 75 | 83 |
| 4 | Toluene | BzBr | 0.015 | 10 mol% | 83 | 83 |
| 5 | Toluene | BzBr | 0.020 | 10 mol% | 83 | 78 |
| 6 | Toluene | BzBr | 0.010 | 10 mol% | 85 | 84 |
Final reactions were performed with 19 (0.09 mmol) under argon.