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Abstract
The acid-catalyzed reaction of C4-methyl derivatives of levoglucosenone with ethanethiol and propane-1,3-dithiol was studied. The reaction takes a nontrivial route and involves intramolecular oxacyclization to form 2,5-dihydrofurans containing a thioacetal group at C5 in the side chain. The transformation provides a short way to synthesize chiral 2,5,5-trialkyl-substituted 2,5-dihydrofurans from levoglucosenone.
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