126113-87-9Relevant academic research and scientific papers
Radical Cyclisation Reactions leading to Doubly Branched Carbohydrates and 6- and 8-Oxygenated 2,9-Dioxabicyclononane Derivatives
Ferrier, Robert J.,Petersen, Paul M.,Taylor, Mark A.
, p. 1247 - 1248 (2007/10/02)
2,3-Dideoxy-α-D-erythro-hex-2-enopyranosyl derivatives having, separately, 2-halogenoethyl substituents at O-1 and O-4, on treatment with tri-n-butyltin hydride together with a radical promoter, gave products with tetrahydrofuranyl rings cis-fused to C-1, C-2 and C-3, C-4, i.e. with branched-points at C-2 and C-3, respectively, and similar reactions in the presence of methyl acrylate or allyltributyltin gave main products with the same bicyclic structures but with additional branch points at C-3 and C-2; when applied to a 2-bromo-1-methoxyethyl 2,3-dideoxyhex-2-enopyranoside and to a 2-bromoethyl 3-deoxyhex-2-enopyranoside the ring closure reactions afforded 8- and 6-oxygenated 2,9-dioxabicyclononane derivatives.
