
Journal of Organic Chemistry p. 2541 - 2549 (1982)
Update date:2022-08-05
Topics:
Ronald, Robert C.
Lansinger, Janet M.
Lillie, Thomas S.
Wheeler, Carl J.
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.
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(1982)