Table 3.
Studies on the reactivity of 13 in the presence of BTMS.a
| entry | solvent | TEA | PCb | time [h] |
ratio 13:22 |
| 1 | ACN | – | + | 1 3 24 |
0.15:0.85 0.02:0.98 0:1 |
| 2 | CDCl3 | – | + | 3 24 |
0.58:0.42 0:1 |
| 3 | CDCl3 | – | – | 24 (rt) | 0.5:0.5 |
| 4 | ACN | 1 | + | 3 | 0.57:0.43 |
| 5 | CDCl3 | 1 | + | 3 | 0.64:0.36 |
| 6 | ACN | – | – | 24 | 0:1 |
aThe reaction was carried out with distilled BTMS (6 equiv) at 35 °C, except for entry 3, where the reaction was carried out at rt; bPC: trialkyl phosphonocarboxylate 8a.