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ChemInform Abstract: Rearrangement Reactions in the Fluorination of 3-Deoxy-3-C-methyl-3-nitro-hexopyranosides (and Hexo-1-thiopyranosides) of the D- and L-Series by the DAST Reagent.
First published: 31 May 2010
Abstract
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ChemInform Abstract
A detailed study on the recently briefly investigated title reaction is presented. Three types of rearrangement mechanism are observed depending on the 1,2-stereochemical pattern of the substrate. In case of 1,2-cis configured substrates, the outcome of the reaction depends on presence or absence of an C-4 hydroxyl protecting group.
