Abstract
A divergent synthesis of new oxacyclophenylpropanoids from the readily available and biomass-derived starting material eugenol is reported. The synthetic routes feature two important steps, including (i) DDQ-mediated selective oxidation of an allyl group and subsequent Claisen-rearrangement for the formation of key intermediates 1 and 11, and (ii) five-membered or six-membered ring formation via either palladium-catalyzed cyclization or ring-closing metathesis (RCM) strategies.
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