Abstract

Total synthesis of pyranicin and its deoxygenated analogues was achieved using Cl 2Pd(CH 3CN) 2 catalyzed diastereoselective cyclization of the allylic ester as the key step. The inhibitory activity of these compounds for mitochondrial NADH–ubiquinone oxidoreductase (complex I) was poorer than those of ordinary mono-THF acetogenins such as annonacin.

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