A Concise, Stereocontrolled Total Synthesis of Rippertenol
Journal of the American Chemical Society2011Vol. 133(23), pp. 8850–8853
Citations Over TimeTop 18% of 2011 papers
Abstract
The first total synthesis of the unique terpene rippertenol, a molecule with dense stereochemical complexity arrayed on a compact framework largely devoid of functional groups, is described. Key elements include orchestrated and unique applications of aldol condensations, Diels-Alder chemistry, and a ring expansion to advance a chiral starting material containing a single chiral center into the final target in a concise and diastereocontrolled manner.
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