Table 1. Reaction of Enolates of Active Methylene Compounds (a–e, 50-fold Excess) with Dehydrobenzene Diradicals of Enediynes (1–3) Generated at Optimized Temperatures in DMSO: Isolated Products (Yields in Parentheses).
| temperature, time → | 55 °C, 12 h | 85 °C, 72 h | 75 °C, 24 h |
|---|---|---|---|
| enolate ↓, enediyne → | 1 | 2 | 3 |
| a | 4a(29) | 5a(55) | 6a(46) |
| b | 4b(25) | 5b(57) | 6b(44) |
| c | 4c(19) | 5c(51) | 6c(37) |
| d | 4d(24) | 5d(54) | 6d(43) |
| e | 4e(trace) | 5e(35) | 6e(22) |