Total synthesis of frustulosin and aurocitrin

…, JM Lansinger, TS Lillie, CJ Wheeler

Index: Ronald, Robert C.; Lansinger, Janet M.; Lillie, Thomas S.; Wheeler, Carl J. Journal of Organic Chemistry, 1982 , vol. 47, # 13 p. 2541 - 2549

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Citation Number: 39

Abstract

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, Bdimethylbenzyl 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 ...