Table 2.
| |||||
---|---|---|---|---|---|
entry | R1 | R2 | yield (%)b | 2 | E:Zc |
1 | Ph | p-Ts | 94 | 2a | 2.5:1 |
2 | Bn | p-Ts | 94 | 2b | 2.5:1 |
3 | Boc | p-Ts | 83 | 2c | 2:1 |
4 | H | p-Ts | 53 | 2d | 1:1.75 |
5 | Ph | Boc | 0 | 2e | N/A |
6 | phthalimide | 71 | 2f | E only | |
7 | TsHN–NH2 | 57 | 2g | 1.5:1 | |
8 | 92 | 2h | 1:1.2 |
Reactions were performed using 1.1 equiv of the allenoate.
Isolated yield.
Determined through 1H NMR spectroscopic analysis.