Total Synthesis of Frustulosin and Aurocitrin

Article abstract of DOI:10.1021/jo00134a009

The regioselective total syntheses of the novel fungal antibiotics frustulosin (1) and aurocitrin (2) were accomplished from 3,6-dihydroxy-2-iodobenzaldehyde (10) which was prepared by a regiodirected metalation of 2,5-dimethylbenzyl vinyl ether to establish the 1,2,3,4-tetrasubstitution pattern of these compounds.The unsaturated side chains of these hydroquinone antibiotics were attached by using the iodo aldehyde functionalities.The structures of these antibiotics are confirmed by synthesis.