title: Selective ruthenium-catalyzed oxidation of 1,2:4,5-di-O-isopropylidene- beta-D-fructopyranose and other alcohols with NaOCl.
abstract: [reaction: see text] The asymmetric epoxidation catalyst 1,2:4,5-di-O-isopropylidene-beta-D-erythro-2,3-hexadiulo-2,6-pyranose 2 was obtained in high yield from 1,2:4,5-di-O-isopropylidene-beta-D-fructopyranose 1 via a recyclable ruthenium-catalyzed hypochlorite oxidation protocol under biphasic conditions (MTBE/water) in the presence of an alkaline buffer (pH 9.5). Other secondary alcohols were also oxidized selectively to the corresponding ketones.
authors: Laboratory for Biocatalysis and Organic Chemistry, Delft University of Technology, Julianalaan 136, 2628 BL, The Netherlands.
authors: Luca
authors: L
authors: Gonsalvi
authors: Isabel W C E
authors: IW
authors: Arends
authors: Roger A
authors: RA
authors: Sheldon