title: Mg(OMe)2promoted allylic isomerization of γ-hydroxy-α,β-alkenoic esters to synthesize γ-ketone esters.
abstract: This work concerns the Mg(OMe)2promoted allylic isomerization of γ-hydroxy-α,β-alkenoic esters with TMEDA as an additive. The isomerization proceeded under mild conditions and afforded γ-keto esters in high yield (up to 96%) within 2 h. Both (Z)- and (E)-γ-hydroxy-α,β-alkenoic esters were tolerated under the reaction conditions. This transformation involves the in situ formation of a dienolate intermediate from the easily accessible γ-hydroxy-α,β-alkenoic ester. The in situ generated dienolate can react with benzaldehyde and undergo a practical, useful tandem allylic isomerization-Aldol reaction to afford more functionalized compounds.
authors.affiliation: School of Life Sciences, School of Basic Medical Sciences, Institute of Biochemistry and Molecular Biology, and Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Lanzhou University, Lanzhou 730000, China. linli@lzu.edu.cn wangrui@lzu.edu.cn.
authors.forename: Luhao
authors.initials: L
authors.lastname: Lai
authors.affiliation: The first laboratory of Lanzhou Institute of Biological Products Co., Ltd, Lanzhou 730046, China.
authors.forename: A-Ni
authors.initials: AN
authors.lastname: Li
authors.affiliation: School of Life Sciences, School of Basic Medical Sciences, Institute of Biochemistry and Molecular Biology, and Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Lanzhou University, Lanzhou 730000, China. linli@lzu.edu.cn wangrui@lzu.edu.cn.
authors.forename: Jiawei
authors.initials: J
authors.lastname: Zhou
authors.affiliation: School of Life Sciences, School of Basic Medical Sciences, Institute of Biochemistry and Molecular Biology, and Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Lanzhou University, Lanzhou 730000, China. linli@lzu.edu.cn wangrui@lzu.edu.cn.
authors.forename: Yarong
authors.initials: Y
authors.lastname: Guo
authors.affiliation: School of Life Sciences, School of Basic Medical Sciences, Institute of Biochemistry and Molecular Biology, and Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Lanzhou University, Lanzhou 730000, China. linli@lzu.edu.cn wangrui@lzu.edu.cn.
authors.forename: Li
authors.identifier: http://orcid.org/0000-0001-5154-3804
authors.initials: L
authors.lastname: Lin
authors.affiliation: School of Life Sciences, School of Basic Medical Sciences, Institute of Biochemistry and Molecular Biology, and Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Lanzhou University, Lanzhou 730000, China. linli@lzu.edu.cn wangrui@lzu.edu.cn.
authors.forename: Wei
authors.initials: W
authors.lastname: Chen
authors.affiliation: School of Life Sciences, School of Basic Medical Sciences, Institute of Biochemistry and Molecular Biology, and Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Lanzhou University, Lanzhou 730000, China. linli@lzu.edu.cn wangrui@lzu.edu.cn.
authors.forename: Rui
authors.initials: R
authors.lastname: Wang