title: Organocatalytic Redox Deracemization of Cyclic Benzylic Ethers Enabled by An Acetal Pool Strategy.
abstract: The first redox deracemization of a series of cyclic benzylic ethers, including 6H-benzo[c]chromenes, isochromans, and 1H-isochromenes, is described. An "acetal pool" strategy was adopted to harmonize the complete oxidation of secondary ethers with imidodiphosphoric acid catalyzed asymmetric transfer hydrogenation. The synthetic utility of the process was demonstrated by the effective deracemization of biologically active molecules of interest that are difficult to prepare by other methods.
authors.affiliation: School of Pharmaceutical Sciences, Shandong University, Jinan, 250012, P.R. China.
authors.forename: Miao
authors.initials: M
authors.lastname: Wan
authors.affiliation: School of Pharmaceutical Sciences, Shandong University, Jinan, 250012, P.R. China.
authors.forename: Shutao
authors.initials: S
authors.lastname: Sun
authors.affiliation: School of Pharmaceutical Sciences, Shandong University, Jinan, 250012, P.R. China.
authors.forename: Yangshan
authors.initials: Y
authors.lastname: Li
authors.affiliation: School of Pharmaceutical Sciences, Shandong University, Jinan, 250012, P.R. China.|School of Chemistry and Chemical Engineering, Shandong University, Jinan, 250100, P.R. China.
authors.forename: Lei
authors.initials: L
authors.lastname: Liu
keywords: acetals; benzylic ethers; deracemization; redox chemistry; synthetic methods