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The epoxidation of cinnamylideneacetophenones
have been already performed with hydrogen
peroxide as an oxidant in Julia's method [1] and with dimethyldioxirane [2], however no studies were
performed using salen Mn(III) complexes as
catalysts.
The epoxidation of cinnatnylideneacetophenones have been already performed with hydrogen peroxide as oxidant in Julia's method [1] and with dimethyldioxirane [2], however no studies were performed using salen Mn(lll) complexes as catalysts. On these basis, we developed a study on the epoxidation of cinnamylideneacetophenones 1, catalyzed by coinmercially available Jacobsen's catalyst [salen Mn(IIl)] and using iodosy I benzene and hydrogen peroxide as oxidants. The structure of the epoxidation products 2-5, their stereochemistry and the regiochemistry of the monoepoxides 2 fotmation were established by ID and 2D NMR spectroscopy. These studies will be presented and discussed.
The epoxidation of cinnatnylideneacetophenones have been already performed with hydrogen peroxide as oxidant in Julia's method [1] and with dimethyldioxirane [2], however no studies were performed using salen Mn(lll) complexes as catalysts. On these basis, we developed a study on the epoxidation of cinnamylideneacetophenones 1, catalyzed by coinmercially available Jacobsen's catalyst [salen Mn(IIl)] and using iodosy I benzene and hydrogen peroxide as oxidants. The structure of the epoxidation products 2-5, their stereochemistry and the regiochemistry of the monoepoxides 2 fotmation were established by ID and 2D NMR spectroscopy. These studies will be presented and discussed.
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Santos, Clementina M.M.; Silva, Artur; Cavaleiro, José (2006). NMR in the epoxidation of (E,E)-Cinnamylideneacetophenones. In IV Congresso Ibérico de Espectroscopia. Ciudad Real