A useful synthetic equivalent of a hydroxyacetone enolate |
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Authors: | Bigovic Miljan Maslak Veselin Tokic-Vujosevic Zorana Divjakovic Vladimir Saicic Radomir N |
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Affiliation: | Faculty of Chemistry, University of Belgrade, Studentski Trg 16, P. O. B. 51, 11158 Belgrade, Serbia. |
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Abstract: | Indium promoted allylation of carbonyl compounds with 4-(bromomethyl)-1,3-dioxol-2-one diastereoselectively affords anti-α,β-dihydroxyketones, protected as enol carbonates. These initial products can be deprotected to free dihydroxyketones or transformed under mild conditions into the corresponding cyclic carbonates, which constitutes a useful approach to hydroxyacetone aldols. |
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