Synthetic studies towards the novel fomannosane sesquiterpenoid illudosin: framework construction |
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| Authors: | Goverdhan Mehta K Sreenivas |
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| Institution: | Department of Organic Chemistry, Indian Institute of Science, Malleshwaram, Bangalore 560012, India |
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| Abstract: | A synthetic approach to the novel fomannosane sesquiterpene natural product illudosin 2 from the diquinane precursor 5, readily available in turn from commercial 1,5-cyclooctadiene, is delineated. The key steps are the stereoselective construction of the cis, anti, cis-tricyclo6.2.0.02,6]decane system, strategic C-C bond disengagement through Baeyer-Villiger oxidation and functional group adjustments to deliver the carbocyclic core 18 present in the natural product. |
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| Keywords: | Baeyer-Villiger oxidation farnesyl pyrophosphate cyclobutanoids photocycloaddition enone transposition |
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