Abstract:The Rh 2 (OAc) 4 -catalyzed oxonium ylide formation-[2,3]-sigmatropic rearrangement of a highly functionalized α-diazo-β-keto ester derived from D-glucose proceeded stereoselectively to give the corresponding tetrahydrofuran-3-one as a single diastereomer in high yield. This reaction was applied to the synthesis of 2-epi-cinatrin C 1 dimethyl ester as a key step.
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.