Abstract
The desymmetrization reaction is a common strategy to synthesize complex chiral molecules. The selective cleavage of carbon-carbon or carbon-heteroatom bonds is well known, whereas the enantioselective cleavage of heteroatom-heteroatom bonds has been used less extensively. We demonstrate the enantiotopic addition of dialkyl zinc reagents to a bicyclic endo -peroxide using chiral [2.2]paracyclophane-based N,O-ligands as a new approach to chiral 4-alkoxy-substituted cyclohexenones.
Key words
desymmetrization - peroxide - asymmetric addition - dialkyl zinc - Michael acceptors
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DOI: 10.1055/s-2006-942484
