Phosphazene-catalyzed desymmetrization of cyclohexadienones by dithiane addition

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Abstract

We report a desymmetrization of cyclohexadienones by intramolecular conjugate addition of a tethered dithiane nucleophile. Mild reaction conditions allow the formation of diversely functionalized fused bicyclic lactones. The products participate in facially selective additions from the convex surface, leading to allylic alcohol derivatives.

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Horwitz, M. A., Massolo, E., & Johnson, J. S. (2017). Phosphazene-catalyzed desymmetrization of cyclohexadienones by dithiane addition. Beilstein Journal of Organic Chemistry, 13, 762–767. https://doi.org/10.3762/bjoc.13.75

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