Isocyclic Compounds
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ChemInform Abstract: Novel Stereoselective Route to cis-Chrysanthemic Acid.
First published: May 30, 1989
Abstract
2,2,5,5-Dimethylcyclohexane-1,3-dione (I), prepared from dimedone and methyl iodide, reacts consecutively with potassium tert-butoxide and bromine to form the bicyclo(3.1.0)hexanedione (II).
ChemInform Abstract
2,2,5,5-Dimethylcyclohexane-1,3-dione (I), prepared from dimedone and methyl iodide, reacts consecutively with potassium tert-butoxide and bromine to form the bicyclo(3.1.0)hexanedione (II). Reduction of (II) with complex hydrides yields the diastereomeric alcohols (III) and (IV). (IV) is converted to the sulfonates (VI) which undergo base-induced fragmentation, producing cis-chrysanthemic acid (VII).
