A Useful Synthetic Equivalent of a Hydroxyacetone Enolate
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Indium promoted allyiation of carbonyl compounds with 4-(bromomethyl)-1,3-dioxol-2-one diastereoselectively affords and-alpha,beta-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 aldois.
Source:Organic Letters, 2011, 13, 17, 4720-4723
- Amer Chemical Soc, Washington