Enantiotopic Desymmetrization of a Cyclic endo-Peroxide by Asymmetric Dialkylzinc Addition
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SYNLETT 2006, No. 13, pp 2119–212317.08.2006 Advanced online publication: 09.08.2006 DOI: 10.1055/s-2006-948201; Art ID: G12406ST © Georg Thieme Verlag Stuttgart · New York 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.
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تاریخ انتشار 2006