Table 3.
Reaction optimization for the formation of six-membered ring-fused homopropargylic alcoholsa
| ||||
|
| ||||
|---|---|---|---|---|
| Entry | Ligand | Conversion | Yield (%)c | ee (%)d |
|
| ||||
| 1b | (S)-L3 | <10 | 0 | - |
| 2 | (S)-L3 | 95 | 70 | 98 |
| 3 | (R)-L2 | 95 | 65 | ā76 |
| 4 | (R)-L3 | 95 | 70 | ā99 |
All reactions were run in sealed vials. DCE = 1,2-dichloroethane.
Reaction was run under air condition, and 10 mol% NaBArF4 was used.
Isolated yields.
Determined by HPLC using corresponding benzyl ester.