Expanding the scope of the indium-promoted allylation reaction: 4-(bromomethyl)-1,3-dioxol-2-one as a synthetic equivalent of a 3-arylhydroxyacetone enolate |
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| Authors: | Miljan Bigovic Sanja SkaroVeselin Maslak Radomir N. Saicic |
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| Affiliation: | Faculty of Chemistry, University of Belgrade, Studentski trg 16, PO Box 51, 11158 Belgrade 118, Serbia |
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| Abstract: | Cyclic enol carbonates of type 2, obtained via the indium-promoted allylation of aldehydes with 4-(bromomethyl)-1,3-dioxol-2-one, undergo Heck reaction with aryl iodides in the presence of silver trifluoroacetate, to give the corresponding arylated products. Thus, 4-(bromomethyl)-1,3-dioxol-2-one can be considered as a synthetic equivalent of 3-arylhydroxyacetone enolate. |
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| Keywords: | Allylation Indium Heck reaction Aldol reaction Organic synthesis |
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