Table 1.
Ligand Evaluation of XEC Reaction of Unactivated 1,3-Dimesylates
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Entry | Deviation from reaction conditions | Yielda (%) |
1 | none | 75 |
2 | BPhen | 78 |
3 | dppm | 71 |
4 | PCy3 | 56 |
5 | DPEPhos | 44 |
6 | SiMes*HBF4 | 33 |
7 | Xantphos | 16 |
8 | no ligand | 13 |
9 | ((R)-BINAP)NiCI2 | 70 |
10 | PhMgBr | 5 |
11 | PhMgBr + Mgl2 | 17 |
12 | no Ni, no ligand | 5 |
13 | no MeMgl | 0 |
Yield determined by 1H NMR based on comparison to PhTMS as internal standard.