A set of polymer-attached hypervalent iodate(I) complexes were prepared from polymer-bound iodide anion by ligand transfer of acetate and trifluoro acetate present in the corresponding iodine(III) reagents onto the iodide anion. The synthetic versatility of these polymer-bound reagents in terms of efficacy and ease of workup is demonstrated for selected examples in natural product synthesis and natural product derivatization. Thus, iodoacetoxylation of glycals is the initial step for the preparation of two deoxygenated disaccharides which are part of the carbohydrate units of the landomycins. In a second example, a one-pot multistep rearrangement of the decanolide decarestrictine D backbone is shown which is initiated by iodotrifluoroacylation of the olefinic double bond.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.