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Approach to the Synthesis of Cladiell-11-ene-3,6,7-triol

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journal contribution
posted on 17.08.2006, 00:00 by John M. Hutchison, Harriet A. Lindsay, Silvana S. Dormi, Gavin D. Jones, David A. Vicic, Matthias C. McIntosh
The synthesis of an advanced intermediate in the synthesis of the title compound has been achieved. Key steps include an Ireland−Claisen rearrangement to install the C7 tertiary alcohol stereocenter, an SN2‘ reaction of an alkoxymethyl Cu reagent, and a diastereoselective Re-catalyzed allylic alcohol transposition.