Table 2.
entry | internal alkyne |
terminal alkyne |
yield a | rrb | major regioisomer |
---|---|---|---|---|---|
1 | 36 | 60 | 17:1 | ||
2 | 36 | 57 | ≥ 20:1 | ||
3 | 36 | 47 | ≥ 20:1 | ||
4 | 36 | 53 | ≥ 20:1 | ||
5 | ent-36 | 64 | ≥ 20:1 | ||
6 | ent-36 | 63 | ≥ 20:1 | ||
7 | ent-36 | 64 | ≥ 20:1 | ||
8 | ent-36 | 68 | ≥ 20:1 | ||
9 | 36 | 78 | 10:1 |
Yield based on terminal alkyne
Regioisomeric ratio with respect to functionalization of the internal alkyne (A/B – defined in Table 1). In a few cases, observable quantities of the minor regioisomer “C” were observed (entry 4 = 12:1, entry 6 = 14:1, entry 7 = 17:1).