Özdemirhan, Fazilet DevrimÇelik, MuratAtlı, SelinTanyeli, Cihangir2021-06-232021-06-2320060957-4166https://doi.org/10.1016/j.tetasy.2006.01.004https://hdl.handle.net/20.500.12491/5939Racemic alpha'-acetoxy alpha,beta-unsaturated cyclopentanone and cyclohexanone have been resolved into the corresponding enantiomerically enriched alpha'-hydroxylated and acetoxylated compounds with 96-97% ee via PLE hydrolysis. Stereoselectivity in the palladium(II)-catalyzed reaction between the enantiomerically enriched alpha'-acetoxylated compounds and diazomethane has been investigated. In the alpha'-acetoxylated cyclopentenone, preferential cyclopropanation occurs in the anti-form, whereas alpha'-acetoxylated cyclohexenone affords both syn- and anti-products (syn:anti, 61:36%). The relative configuration of the products was determined by NOE experiments.eninfo:eu-repo/semantics/closedAccessCyclohexanoneAcetic Acid DerivativeSynthesisEnantiomerically EnrichedArticle10.1016/j.tetasy.2006.01.0041722872912-s2.0-32444449864N/AWOS:000235579500020Q2