Monatshefte für Chemie / Chemical Monthly

, Volume 134, Issue 12, pp 1593–1606 | Cite as

Synthesis of Chiral Cyclohexenones from α-Campholenic, Fencholenic, and β-Campholenic Derivatives

Summary.

Optically active dimethylcyclohexenones, potential building blocks for enantioselective syntheses of various naturally active substances, were prepared. These compounds were obtained by oxidation with KMnO4/Pb(OAc)4 or ozonolysis of the corresponding cyclopentenic precursors, followed by aldol condensation. During the course of the preparation intermediate diols and chiral polyfunctional carbonyl derivatives were separated and identified analytically.

Keywords. Aldol condensation; Cyclohexenones; Oxidation; Ozonolysis; Terpenoids. 

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Copyright information

© Springer-Verlag/Wien 2003

Authors and Affiliations

  1. 1.Institut für Organische Chemie, Universität Leipzig, D-04103 Leipzig, GermanyDE

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