Table 1. Optimization of Reaction Conditionsa.

| entry | catalyst (mol %) | time (h) | temperature (°C) | 1a:2a | yield (%)c |
|---|---|---|---|---|---|
| 1b | [Cp*RhCl2]2 (5)/AgSbF6 (20) | 24 | 110 | 1:2 | 20 |
| 2b | [Cp*RhCl2]2 (5) | 24 | 110 | 1:2 | 0 |
| 3b | AgSbF6 (20) | 24 | 110 | 1:2 | 29 |
| 4 | FeCl3 (20) | 24 | rt | 1:2 | 31 |
| 5 | AlCl3 (20) | 24 | rt | 1:2 | 0 |
| 6 | BF3·Et2O (40) | 24 | rt | 1:2 | 15 |
| 7 | BF3·Et2O (20) | 24 | rt | 1:2 | 22 |
| 8 | BF3·Et2O (10) | 24 | rt | 1:2 | 32 |
| 9 | BF3·Et2O (5) | 24 | rt | 1:2 | 29 |
| 10 | BF3·Et2O (10) | 48 | rt | 1:2 | 40 |
| 11 | BF3·Et2O (10) | 48 | reflux | 1:2 | 63 |
| 12 | BF3·Et2O (10) | 48 | reflux | 2:1 | 70 |
| 13d | BF3·Et2O (10) | 48 | reflux | 2:1 | 79e |
Conditions: 0.40 mmol limiting reagent in CH2Cl2 (0.05 M), in glovebox.
DCE as solvent.
Determined by GC relative to tetradecane as an internal standard.
Conditions: 1a (2.0 mmol) and 2a (1.0 mmol) in CH2Cl2 (0.05 M), outside glovebox.
Isolated yield.