Table 6.
Entry | Substrate | Time | Product | Yield (%)a | |
---|---|---|---|---|---|
1 | 1 day | 21b | 75 | ||
2 | 1 day | 21c | 73 | ||
3 | 1 hr | 21d | 73 | ||
4 | 1 day | 21e | 61 | ||
5 | 0.5 hr | 21f | 88 | ||
6 | 3 days | 21g | 73 | ||
7 | 5 min | 21h | 97 | ||
8b | 1 hr | 21i | 71 | ||
9 | 3 days | 21j | 48 | ||
10b | 1 hr | 21k | 67c | ||
21l |
Isolated yields, reactions were performed on 0.29–1 mmol scale with 1 M concentration of 20.
Mixture of allene and corresponding propargyl isomer was employed (see Supporting Information).
Mixture (2:1) of 21k and 21l by 1H NMR.