Scheme 3. (a) Synthesis of Derivatives 19–21 and (b) Attempted Route toward Compound 19.
Reagents and conditions: (i) MeOH, TsOH–H2O, rt, 21 h, (96%); (ii) PPh3, DIAD, THF, 0 °C to rt, 4 days (58%); (iii) LiOH·H2O, THF/MeOH/H2O (2/1/1), rt (94%); (iv) AlCl3, 1,2-dichloroethane, 100 °C, 24 h.