title: Enantioselective synthesis of axially chiral multifunctionalized biaryls via asymmetric Suzuki-Miyaura coupling.
abstract: Substituted 2-formylarylboronic acids were successfully employed as substrates for asymmetric Suzuki-Miyaura coupling. By virtue of the coupling with dialkoxyphosphinyl substituted naphthyl bromides and 2-nitronaphthalen-1-yl triflouromethanesulfonate, a series of novel multifunctionalized axially chiral biaryls were prepared in 53-97% yields with up to 97% ee using palladium-Cy-MOP as the catalyst. The methodology provides a highly efficient and practical strategy for the synthesis of novel multifunctionalized axially chiral biaryls.
authors.affiliation: School of Chemistry and Chemical Engineering, Guangdong Engineering Research Center of Chiral Drugs, Sun Yat-Sen University , Guangzhou 510275, P. R. China, Huizhou Research Institute of Sun Yat-Sen University , Dayawan, Huizhou, P. R. China, Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai, P. R. China, and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University , Hong Kong, China.
authors.forename: Yougui
authors.initials: Y
authors.lastname: Zhou
authors.forename: Shouliang
authors.initials: S
authors.lastname: Wang
authors.forename: Wenhao
authors.initials: W
authors.lastname: Wu
authors.forename: Qing
authors.initials: Q
authors.lastname: Li
authors.forename: Yuwei
authors.initials: Y
authors.lastname: He
authors.forename: Yue
authors.initials: Y
authors.lastname: Zhuang
authors.forename: Lanning
authors.initials: L
authors.lastname: Li
authors.forename: Jiyan
authors.initials: J
authors.lastname: Pang
authors.forename: Zhongyuan
authors.initials: Z
authors.lastname: Zhou
authors.forename: Liqin
authors.initials: L
authors.lastname: Qiu
mesh_terms: D002384:Catalysis; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry*; D009282:Naphthalenesulfonates / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C587957:2-nitronaphthalen-1-yl triflouromethanesulfonate; D009281:Naphthalenes; D009282:Naphthalenesulfonates; D010165:Palladium