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  • Title: Intramolecular condensation via an o-quinone methide: total synthesis of (±)-heliol.
    Author: Green JC, Brown ER, Pettus TR.
    Journal: Org Lett; 2012 Jun 15; 14(12):2929-31. PubMed ID: 22650973.
    Abstract:
    An acid-catalyzed intramolecular [4 + 2] cycloaddition of a non-natural bisabolene is reported. The key cyclocondensation was developed to access cyclic sesquiterpenes from linear phenolic precursors by generating a reactive o-quinone methide intermediate to initiate a cascade reaction. The new method was applied to the first total synthesis of (±)-heliol.
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