Scheme 2.
Synthesis of anziaic acid analogues 11a-d and 14: Reagents and conditions: (a) 3 (for 13), (CF3CO)2O, toluene, 57–85%; (b) Pd/C, H2, ethyl acetate, 80–100%; (c) SOCl2/acetone/DMAP, 1,2-dimethoxyethane, 0 °C to rt, 39%.
Synthesis of anziaic acid analogues 11a-d and 14: Reagents and conditions: (a) 3 (for 13), (CF3CO)2O, toluene, 57–85%; (b) Pd/C, H2, ethyl acetate, 80–100%; (c) SOCl2/acetone/DMAP, 1,2-dimethoxyethane, 0 °C to rt, 39%.