Ring-opening reactions of 1b with different catalysts and equimolar alcohols Ax.
Runa | Alcohol | Catalyst | Loadingb (equiv.) | Solvent | 2(Ax) : 2bc |
---|---|---|---|---|---|
1 | A1 | DPP | 0.1 | Toluene | 100 : 0 |
2 | A2 | DPP | 0.1 | Toluene | 55 : 45 |
3 | A3 | DPP | 0.1 | Toluene | 55 : 45 |
4 | A3 | DPP | 0.1 | CHCl3 | 3 : 97 |
5 | A3 | TU/DBU | 0.02, 0.02 | Toluene | 0 : 100 |
6 | A3 | TU/DBU | 0.02, 0.02 | CHCl3 | 0 : 100 |
7 | A3 | Sn(Oct)2 | 0.02, 0.02 | Toluene | 0: 100 |
8 | A3 | Sn(Oct)2 | 0.02, 0.02 | CHCl3 | 0 : 100 |
All reactions were conducted for 1 h at 20–25 °C (room temperature).
Relative to 1b.
Determined using 1H NMR.