Abstract
Ring cleavage and reconstruction via intramolecular aldol condensation followed by Grob fragmentation under acetalization conditions (BF 3/ethylene glycol) was developed into a novel ring cleavage based on intermolecular aldol condensation. On the basis of this reaction, (R,R)-3,5-dimethylcyclohexanone was converted into the chiral straight-chain compound with syndiotactic methyl function. The ring cleavage reaction based on a crossed intermolecular aldol condensation was also examined, and the reaction pathway was discussed.
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