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Towards total synthesis of a series of kinamycin and related antibiotics via common synthetic intermediates, total synthesis of prekinamycin was achieved via Suzuki coupling of naphthaleneboronic acid and bromobenzene derivative, intramolecular FriedelCrafts reaction of 2‐(naphthalen‐2‐yl)benzoic acid, and diazotization in ten steps from 3,5‐dimethylphenol. Synthetic studies towards kinamycin antibiotics...
The synthesis of the model compound of kinamycin antibiotics, which possesses correct relative configurations at C1-C4 on the D ring, is reported in detail. The key steps involved a Diels-Alder reaction of indenone (12) and a Danishefsky-type diene (13), and stereoselective construction of a tetraoxygenated D ring.
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