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
Phosphazene-Catalyzed Desymmetrization of Cyclohexadienone by Dithiane Addition / M.A. Horwitz, E. Massolo, J.S. Johnson. - In: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1860-5397. - 13(2017 Apr 24), pp. 762-767.
Phosphazene-Catalyzed Desymmetrization of Cyclohexadienone by Dithiane Addition
E. MassoloCo-primo
;
2017
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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