Ring-opening of the compound 5.
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Entry | Solvent | Temperature | Reagents | Yield |
1 | THF | 0 °C | LDA | Decom. |
2 | DME | r.t. | Li, EDAa | Decom. |
3 | DME | 0 °C | Li, EDA | Decom. |
4 | CH3CN | r.t. | Anhydrideb | 8, 98% (trans : cis = 3 : 2) |
5 | THF | −78 °C to 0 °C | LHMDS, MeOTf | Decom. |
6 | THF | −78 °C to 0 °C | LDA, MeOTf | Decom. |
Ethylenediamine.
Acetic toluene-p-sulfonic anhydride, prepared by acetyl chloride and PTSA.25