Table 1.
Optimization of α,β-Dehydrogenation
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Entry | Base | Catalyst | Yield (%)a |
1 | Zn(TMP)2 | [Pd(allyl)Cl]2 | 8 |
2 | Zn(TMP)2 | MnBr2 | 0 |
3 | Zn(TMP)2 | FeBr2 | 0 |
4 | Zn(TMP)2 | CoBr2 | 0 |
5 | Zn(TMP)2 | CuBr2 | 0 |
6 | Zn(TMP)2 | NiBr2(dme) | 7 |
7 | Zn(TMP)2, ZnBr2 | NiBr2(dme) | 12 |
8 | LiTMP, ZnBr2 | NiBr2(dme) | 61 |
9 | LiCyan, ZnBr2 | NiBr2(dme) | 69 |
1H-NMR yield was determined using 1,3,5-trimethoxybenzene as an internal standard.