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A useful synthetic equivalent of a hydroxyacetone enolate
Authors:Bigovic Miljan  Maslak Veselin  Tokic-Vujosevic Zorana  Divjakovic Vladimir  Saicic Radomir N
Affiliation:Faculty of Chemistry, University of Belgrade, Studentski Trg 16, P. O. B. 51, 11158 Belgrade, Serbia.
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.
Keywords:
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