title: AgAsF6/Sm(OTf)3 promoted reversal of enantioselectivity for the asymmetric Friedel-Crafts alkylations of indoles with beta,gamma-unsaturated alpha-ketoesters.
abstract: The first example of central metal controlled reversal of enantioselectivity in asymmetric Friedel-Crafts alkylation of indoles and beta,gamma-unsaturated alpha-ketoesters has been developed. Using the same chiral starting material derived N,N'-dioxides 1a and 1b as ligands, various indole esters 4 were obtained in good to excellent yields and enantioselectivities. The reaction also featured mild reaction conditions and remarkably low catalyst loading (down to 0.01 mol %).
authors: Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, PR China.
authors: Yanling
authors: Y
authors: Liu
authors: Deju
authors: D
authors: Shang
authors: Xin
authors: X
authors: Zhou
authors: Yin
authors: Y
authors: Zhu
authors: Lili
authors: L
authors: Lin
authors: Xiaohua
authors: X
authors: Liu
authors: Xiaoming
authors: X
authors: Feng
mesh_terms: D000478:Alkylation; D002384:Catalysis; D004952:Esters; D007211:Indoles / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D008670:Metals / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D004952:Esters; D007211:Indoles; D007659:Ketones; D008670:Metals