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. 2022 Mar 25;12(16):9519–9523. doi: 10.1039/d2ra01315k

Ring-opening of the compound 6.

graphic file with name d2ra01315k-u1.jpg
Entry Solvent Temperature Reagents Yield
1 DCM −5 °C TMSOTf 7, 16%
2 DCM r.t. TMSOTf, Et3N n.r.
3 DCM −78 °C to −10 °C TMSOTf Complex
4 MeOH r.t. ∼ reflux NaOMe n.r.
5 THF −78 °C LDA n.r.
6 THF 0 °C LDA Complex
7 THF 0 °C DIBAL-H Decom.
8 DCM 0 °C TIPSOTf n.r.