Table 1.
| ||||
---|---|---|---|---|
Entry | Base | Temp, °C | % conv, 3 | % ee, 4 |
1[a] | CsOAc | 110 | 68 | 77 |
2[a–c] | CsOAc | 90 | 61 | 55 |
3[a] | CsOAc | 60 | 51 | 92 |
4[d] | AgOAc | 70 | 90 | 88 |
5[b],[d] | AgOAc | 60 | 78 | 92 |
6[d] | AgOCOCF3 | 70 | 78 | 91 |
7[d] | AgOCOCF3 | 60 | 77 | 92 |
8[d–e] | AgOCOCF3 | 70 | 59 | 93 |
9[b],[d];f] | AgOCOCF3 | 110 | 82 | 67 |
Toluene solvent.
Isolated yield.
Pivalic acid additive.
No solvent.
Pd(OCOCF3)2 catalyst.
Reaction time 12 h. See supporting information for details.