Table 1.
Julia-Kocienski olefination reaction of sulfones (14 and 15) with undecanal.
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Entry | Substrate | Base | Temp (°C) | Product | Yield (%) |
1 | 14 | NaH | 0 | 19 | 33 |
2 | 14 | NaH | −78 | messy | -- |
3 | 14 | LiHMDS | 0 | 19 | 20 |
4 | 14 | KHMDS | 0 | 19 | 13 |
5 | 14 | KOH | 0 | 19 | 30 |
6 | 14 | DBU | 0 | 19 | 25 |
7 | 15 | NaH | −78 | 20 | 53 |
8 | 15 | LiHMDS | 0 | 20 | 78 |