title: Asymmetric synthesis of chiral 9,10-dihydrophenanthrenes using Pd-catalyzed asymmetric intramolecular Friedel-Crafts allylic alkylation of phenols.
abstract: We developed a novel asymmetric synthetic method for multisubstituted 9,10-dihydrophenanthrenes based on the Pd-catalyzed asymmetric intramolecular Friedel-Crafts allylic alkylation of phenols, which produces 10-vinyl or 10-isopropenyl chiral 9,10-dihydrophenanthrene derivatives in high yield with up to 94% ee.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Chiba University, 1-8-1 Inohana, Chuo-ku, Chiba 260-8675, Japan.
authors.forename: Yuta
authors.initials: Y
authors.lastname: Suzuki
authors.forename: Tetsuhiro
authors.initials: T
authors.lastname: Nemoto
authors.forename: Kazumi
authors.initials: K
authors.lastname: Kakugawa
authors.forename: Akinari
authors.initials: A
authors.lastname: Hamajima
authors.forename: Yasumasa
authors.initials: Y
authors.lastname: Hamada
mesh_terms: D000478:Alkylation; D000498:Allyl Compounds / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D010616:Phenanthrenes / Q000138:chemical synthesis* / Q000737:chemistry; D010636:Phenols / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D010616:Phenanthrenes; D010636:Phenols; D010165:Palladium