Table 2.
| |||
---|---|---|---|
Entry | NuLi | Product | Yield |
1 | MeLi |
24 |
78% |
2 |
25 |
71% | |
3 |
26 |
53% | |
4 |
27 |
66% | |
5 |
28 |
74% | |
6 |
29 |
71% | |
7 |
(R)-30 |
59% | |
8 |
(R)-31 |
68%[b] | |
9 |
(R)-32 |
63%[b] | |
10 |
(R)-33 |
64%[b] |
Reaction conditions: i) 15, THF, –78° C, then slow addition of NuLi; ii) BnBr, HMPA, THF, –78° C to –30° C; iii) sat. aq. NH4Cl.
i) 15, THF,–78 ° C, then slow addition of NuLi; ii) BnBr, THF, then slow addition of HMPA/THF solution, –78° C to –30° C; iii) sat. aq. NH4Cl.