We report the first asymmetric synthesis of amidinomycin, an antiviral antibiotic metabolite. Amidinomycin of high enantiomeric purity (ee 91%) was prepared from norbornylene in 8 steps. The key step is an enzymatic discrimination of enantiotopic groups in meso cis-1,3-dicarbomethoxycyclopentane or in meso cis-cyclopentane-1,3- dicarboxylic acid anhydride.
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