Add time:08/26/2019 Source:sciencedirect.com
Levoglucosenone-derived 2-[(2S,3S,6S)-2-hydroxymethyl-5,5,6-trimethoxytetrahydro-2H-pyran-3-ylcarbonyl]cyclo-pentanone upon boiling in benzene in the presence of NaH undergoes the retro-Dieckmann-type reaction to afford 10-membered lactone, while storing this reaction mixture at room temperature brings about the starting cyclopentanone derivative. Several structurally analogous compounds were examined in respect of similar transformations.
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