1987 年 35 巻 9 号 p. 3603-3608
The condensation reaction of 3-benzyloxy-4-hydroxybenzaldehyde with 2, 3-epoxy-3- [(3, 4-dimethoxymethoxy) phenyl] -1-propanol, prepared from caffeic acid in four steps, afforded the ether (11) in good yield. Mesylation of 11 followed by treatment with potassium carbonate, provided the epoxide (13), which was converted to the debenzylation product (14) by hydrogenolysis. Compound 14 underwent cyclization with potassium carbonate to yield the trans dioxane derivative (15). Reaction of 15 with the ylide (16) followed by hydrolysis furnished americanin A (1). Isoamericanin A (3) was similarly synthesized from another condensation product (18).
