Abstract
A practical method for the synthesis of trans-fused polytetrahydropyrans using racemic cis- and trans-epoxy sulfones was developed. Four diastereoisomers, obtained by the reaction of an optically active triflate and the oxiranyl anions generated from racemic cis- and trans-epoxy sulfones, were transformed into α-bromo-γ′-hydroxy ketones, and the DBU-induced intramolecular cyclization gave tetrahydropyranones.
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