title: Efficient preparation of (R)-2-chloromandelic acid via a recycle process of resolution.
abstract: Efficient preparation of (R)-2-chloromandelic acid based on a recycle process of resolution is described. In the process, the desired was obtained by coordination-mediated resolution with D-O,O'-di-(p-toluoyl)-tartaric acid in the presence of Ca(2+) . Meanwhile, the undesired could be racemized in the presence of sodium hydroxide and the product was suitable for further resolution. A carbanion mechanism for the racemization of is proposed.
authors: Department of Chemistry and Education Center for Basic Chemistry Experiments, Nanchang University, Nanchang, P.R. China.
authors: Yu
authors: Y
authors: Hu
authors: Chang
authors: C
authors: Wu
authors: Xue-Ying
authors: XY
authors: Wu
authors: Shao-Lei
authors: SL
authors: Li
authors: Xiao-Xia
authors: XX
authors: Sun
authors: Ze-Biao
authors: ZB
authors: Tang
mesh_terms: D008333:Mandelic Acids / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: C541344:2-chloromandelic acid; D008333:Mandelic Acids
keywords: 2-chloromandelic acid; D-O,O'-di-(p-toluoyl)-tartaric acid; Dutch resolution; coordinative resolution; racemization