Table 6.
Mo reaction with branched electrophiles
| |||||||
|---|---|---|---|---|---|---|---|
| entry | R | Ligand | yield | b/l | dr | ee% | product |
| 1 | Ph | L1 | 88% | 10:1 | 6:1 | 82 | 2b |
| 2 | Ph | L2 | 85% | 15:1 | 9:1 | 93 | 2b |
| 3 | 3,4Cl2C6H3 | L1 | 90% | 6:1 | 5:1 | 80 | 7a |
| 4 | 3,4Cl2C6H3 | L2 | 87% | 8:1 | 6:1 | 89 | 7a |
| 5 | 4-OTBSC6H4 | L1 | 89% | 12:1 | 6.5:1 | 81 | 7b |
| 6 | 4-OTBSC6H4 | L2 | 89% | 15:1 | 8:1 | 89 | 7b |
*
The reaction was performed with 0.1 mmol of oxindole 1b and 0.12 mmol of allylic carbonate. The branch/linear ratio (b/l) and the diastereoselectivity of the branched product(dr) was determined by 1H NMR integration of the crude reaction mixture. The ee% was determined by chiral HPLC.