title: Enantioselective Dearomatization of Naphthol Derivatives with Allylic Alcohols by Cooperative Iridium and Brønsted Acid Catalysis.
abstract: The combination of a transition-metal catalyst and organocatalyst was designed to achieve a highly enantioselective system for the allylic dearomatization reaction of naphthols with racemic secondary allylic alcohols. The desired β-naphthalenones, bearing an all-carbon quaternary center, were obtained in good yields with high chemo- and enantioselectivities. The cooperative catalytic system, involving a chiral iridium complex and phosphoric acid, provided measurable improvements in yields, and chemo- and enantioselectivities relative to single-catalyst systems. Control experiments indicated that the chiral iridium complex functions as a key species in the control of the absolute configuration, thus enabling the formation of both β-naphthalenone enantiomers by simply employing opposite enantiomeric ligands.
authors.affiliation: College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, 310036, China.
authors.forename: Dan
authors.initials: D
authors.lastname: Shen
authors.affiliation: College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, 310036, China.
authors.forename: Qiliang
authors.initials: Q
authors.lastname: Chen
authors.affiliation: College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, 310036, China.
authors.forename: Peipei
authors.initials: P
authors.lastname: Yan
authors.affiliation: College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, 310036, China.
authors.forename: Xiaofei
authors.initials: X
authors.lastname: Zeng
authors.affiliation: College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, 310036, China.
authors.forename: Guofu
authors.initials: G
authors.lastname: Zhong
keywords: allylic compounds; enantioselectivities; iridium; organocatalysis; synthetic methods