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. 2019 Sep 17;10(11):1935–1947. doi: 10.1039/c9md00173e

Scheme 1. Reagents and conditions: (a) CH3COONa, CH3COOH, ethyl levulinate, 70 °C, 5–10 min; (b) H2SO4, C2H5OH, reflux 3–4 h; (c) 6 N NaOH, EtOH, room temperature, 3 h; (d) DMF, EDC·HCl, DMAP, 0 °C, 20–30 min; (e) morpholine, room temperature, overnight; (f) Ar2, LiAlH4, THF, 0 °C to room temperature, 2 days; (g) Ar2, HMPA, KHMDS, THF, –78 °C; (h) Ar2, –22 °C, 30 min; (i) Ar2, room temperature, 2–3 h.

Scheme 1