Table 1 Optimization of the reaction conditions[a]
From: Thioketone-directed rhodium(I) catalyzed enantioselective C-H bond arylation of ferrocenes
| |||||
|---|---|---|---|---|---|
Entry | Ligand | Solvent | Additive | Yield (%)[g] | ee (%)[h] |
1 | L1 | THF | – | 0 | – |
2 | L2 | THF | – | 0 | – |
3 | L3 | THF | – | 19 | 88 |
4 | L4 | THF | – | 15 | −71 |
5 | L5 | THF | – | 29 | 84 |
6 | L6 | THF | – | 23 | 86 |
7 | L7 | THF | – | 46 | 90 |
8 | L8 | THF | – | 26 | 91 |
9 | L9 | THF | – | 33 | 59 |
10 | L10 | THF | – | 44 | 12 |
11 | L11 | THF | – | trace | – |
12 | L12 | THF | – | 45 | 90 |
13 | L13 | THF | – | 46 | 90 |
14 | L7 | THF | 3 Å MS | 59 | 92 |
15[b] | L7 | THF | 3 Å MS | 78 | 94 |
16[b] | L7 | dioxane | 3 Å MS | 76 | 97 |
17[b,c] | L7 | dioxane | 3 Å MS | 75 | 97 |
18[b,d] | L7 | dioxane | 3 Å MS | 76[e] | 97 |
19[b,f] | L7 | dioxane | 3 Å MS | 67 | 94 |
