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Stereoselective Ketal-Tethered Intramolecular Diels−Alder Cycloadditions. An Approach to the 2-Oxadecalin Spiroketal Core of Antifungal Agent Fusidilactone C

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journal contribution
posted on 10.06.2004, 00:00 by Jiashi Wang, Richard P. Hsung, Sunil K. Ghosh
An approach toward the 2-oxadecalin spiroketal core of fusidilactone C via a rare ketal-tethered intramolecular Diels−Alder cycloaddition is described here. This intramolecular Diels−Alder cycloaddition is highly endo-selective and overall depended upon the nature of solvents and Lewis acids. We also observed some remarkable rate acceleration in MeOH.