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Total Synthesis of the Sesquiterpene (±)-Illudin C via an Intramolecular Nitrile Oxide Cycloaddition

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journal contribution
posted on 06.07.2001, 00:00 authored by Ronald A. Aungst, Collin Chan, Raymond L. Funk
A convergent total synthesis of illudin C is described. The tricyclic ring system of the natural product was quickly assembled from cyclopropane and cyclopentene precursors via a novel oxime dianion coupling reaction and a subsequent intramolecular nitrile oxide−olefin cycloaddition.