Table 7.
Base | Ketone (eq.) | Solvent | Temperature | Yield (%)a |
---|---|---|---|---|
LiHMDS (1.0M THF) (1 eq.) |
3 |
THF |
−78°C |
68 |
LiHMDS (1.0M THF) (2 eq.) |
3 |
Toluene |
−78°C |
56 |
KHMDS (3 eq.) |
7 |
Toluene |
−78°C |
42 |
NaH (2 eq.) |
50 |
THF |
−78°C |
17 |
NaOMe (2 eq.) |
75 |
THF |
Reflux |
0 |
KOtBu (3 eq.) |
10 |
THF |
25°C |
19 |
LiHMDS (1.0M THF) (3.5 eq.) | 7 | Toluene | −50°C to−30°C | 92 |
aIsolated yield.