Synthetic studies on lignans and related compounds. IV. Synthesis of taiwanin C and E, and justicidin D (neojusticin A), E, and F (taiwanin E methyl ether).

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The structure of taiwanin E was re-examined with an empirical proton magnetic resonance (1H-NMR) rule for the lactone methylene in aromatized naphthalide lignans, and concluded to be 5 instead of 4 on the basis of their unambiguous synthesis. Related lignans : taiwanin C (3), justicidin D (neojusticin A) (6), E (7), and F (taiwanin E methyl ether) (8) were also synthesized. The 1H-NMR rule was found to be the case also with the lignans synthesized.

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