title: Enantioselective synthesis of fluorene derivatives by chiral N-triflyl phosphoramide catalyzed double Friedel-Crafts alkylation reaction.
abstract: A highly efficient tandem double Friedel-Crafts reaction between indoles and 2-formylbiphenyl derivatives by chiral N-triflyl phosphoramide was realized. Under mild conditions, various 9-(3-indolyl) fluorene derivatives have been obtained in good yield and up to 94% ee. Comparing to their corresponding chiral phosphoric acids, chiral N-triflyl phosphoramides catalyzed reactions led to products with opposite absolute configuration.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, 345 Lingling Lu, Shanghai, 200032, China.
authors.forename: Shou-Guo
authors.initials: SG
authors.lastname: Wang
authors.forename: Long
authors.initials: L
authors.lastname: Han
authors.forename: Mi
authors.initials: M
authors.lastname: Zeng
authors.forename: Feng-Lai
authors.initials: FL
authors.lastname: Sun
authors.forename: Wei
authors.initials: W
authors.lastname: Zhang
authors.forename: Shu-Li
authors.initials: SL
authors.lastname: You
mesh_terms: D000478:Alkylation; D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry*; D001713:Biphenyl Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D005449:Fluorenes / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D063088:Phosphoramides; D010756:Phosphoric Acids / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000577:Amides; D001713:Biphenyl Compounds; D005449:Fluorenes; D007211:Indoles; D063088:Phosphoramides; D010756:Phosphoric Acids; C005438:phosphoramide