ChemInform Abstract: Preparation of Novel Polysubstituted Chiral Cyclohexanone Derivatives Containing a Quaternary Carbon by Ferrier Reaction.
Abstract
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ChemInform Abstract
Seven new chiral cyclohexanones are prepared from 2-C- and 3-C-chloropyridyl pyranosides, which are obtained from benzylidene acetals (I) and (X) in three steps, by palladium or mercury salt mediated carbocyclization. The ratio of the α- and β-cyclohexanones is dependent on the nature and concentration of the catalyst. Unsaturated product (V), possessing the quaternary center at C-2, shows no reaction with mercury salts to obtain carbocyclic products, regardless of the conditions
