Synthesis of 5-oxatrienes: Useful intermediates for the preparation of hexahydrobenzofuran structures by intramolecular Diels-Alder reaction

[摘要]：The metalation with the Schlosser's base LICKOR (alkyllithium potassium alcoholate) at the gamma terminus, selectively induces 1,4-elimination reaction in cyclic alpha,beta-unsaturated acetals, and in this way hydroxy-functionalized (E)-buta-1,3-dienes are obtained. Subsequent oxidation with TPAP gives the aldehyde group, which easily leads to trienic derivatives, suitable for intramolecular Diels-Alder cycloaddition to hexahydrobenzofuran structures.

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