Table 3.
Reaction optimization for the formation of six-membered ring-fused homopropargylic alcoholsa
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Entry | Ligand | Conversion | Yield (%)c | ee (%)d |
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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.