Ring cleavage and reconstruction via intramolecular aldol condensation followed by Grob fragmentation under acetalization conditions (BF3/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 ...