title: Minimizing Aryloxy Elimination in Rh(I) -Catalyzed Asymmetric Hydrogenation of β-Aryloxyacrylic Acids using a Mixed-Ligand Strategy.
abstract: The first example of efficient asymmetric hydrogenation of challenging β-aryloxyacrylic acids was realized using a Rh(I) -complex based on the heterocombination of a readily available chiral monodentate secondary phosphine oxide (SPO) and an achiral monodentate phosphine ligand as the catalyst. Excellent enantioselectivities (92->99 % ee) were achieved for a wide variety of chiral β-aryloxypropionic acids with minor aryloxy elimination in most cases. The resultant products were readily transformed into biologically active compounds through simple synthetic manipulations.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (P. R. China), Fax: (+21) 6416-6128.
authors.forename: Yang
authors.initials: Y
authors.lastname: Li
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (P. R. China), Fax: (+21) 6416-6128.
authors.forename: Zheng
authors.initials: Z
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (P. R. China), Fax: (+21) 6416-6128. kding@mail.sioc.ac.cn.|Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300071 (P. R. China). kding@mail.sioc.ac.cn.
authors.forename: Kuiling
authors.initials: K
authors.lastname: Ding
keywords: asymmetric catalysis; hydrogenation; rhodium; secondary phosphine oxide; β-aryloxyacrylic acids