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. 2022 Feb 9;14(2):354. doi: 10.3390/v14020354

Scheme 1.

Scheme 1

Synthesis of diphyllin 1. Reagents and conditions: (a) K2CO3, CH3CN, N2, 90 °C, 24 h, 94%; (b) p-TsOH, dry-benzene, reflux, 10 h, 100%; (c) n-BuLi, dry-THF, N2, −78 °C for 2 h and rt, 3 h, 89%; (d) MnO2, CH2Cl2, N2, rt, 16 h, 93%; (e) LiHMDS, dry-THF, N2, −65 °C, 48 h, 26%; (f) HgO, HgCl2, dry-CH3CN, reflux, 5 h, 44%; (g) p-TsOH, benzene, reflux, 15 h, 70%.