Total synthesis of the sesquiterpene (+/-)-illudin C via an intramolecular nitrile oxide cycloaddition |
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| Authors: | Aungst R A Chan C Funk R L |
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| Affiliation: | Department of Chemistry, Pennsylvania State University, University Park, PA 16802, USA. |
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| Abstract: | [reaction: see text] 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. |
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