Mild and rapid method for the generation of <i>o</i>-quinone methide intermediates.: Synthesis of puupehedione analogues
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Date
2006
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Abstract
A route to simpler analogues to bioactive puupehedione derivatives involving a hetero Diels-Alder cycloaddition of a o-quinone methide is described. These intermediate species are generated via fluoride-induced desilylation of silyl derivatives of o-hydroxybenzyl iodides. Remarkable short reaction times and very mild experimental conditions are the main features of this method. (c) 2006 Elsevier Ltd. All rights reserved.
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Keywords
cyclisation, epoxides, titanium, radical reaction, terpenoids