title: Synthesis of chiral α-hydroxy acids via palladium-catalyzed C(sp(3))-H alkylation of lactic acid.
abstract: Herein we report a Pd-catalyzed alkylation of lactic acid with the assistance of 8-aminoquinoline auxiliary. A wide range of alkyl iodides bearing β-hydrogen atoms are compatible with the reaction conditions, providing a practical and straightforward alternative to access chiral α-hydroxy acids (AHAs). The new reactions have been applied for the synthesis of isotope-labeled AHAs and a sugar-containing complex AHA.
authors.affiliation: Department of Chemistry, Zhejiang University, Hangzhou 310027, China. bfshi@zju.edu.cn and Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.
authors.forename: Kai
authors.initials: K
authors.lastname: Chen
authors.affiliation: Department of Chemistry, Zhejiang University, Hangzhou 310027, China. bfshi@zju.edu.cn.
authors.forename: Xin
authors.initials: X
authors.lastname: Li
authors.affiliation: Department of Chemistry, Zhejiang University, Hangzhou 310027, China. bfshi@zju.edu.cn.
authors.forename: Shuo-Qing
authors.initials: SQ
authors.lastname: Zhang
authors.affiliation: Department of Chemistry, Zhejiang University, Hangzhou 310027, China. bfshi@zju.edu.cn.
authors.forename: Bing-Feng
authors.initials: BF
authors.lastname: Shi