title: Efficient chiral monophosphorus ligands for asymmetric Suzuki-Miyaura coupling reactions.
abstract: A series of novel P-chiral monophosphorus ligands exhibit efficiency in asymmetric Suzuki-Miyaura coupling reactions, enabling the construction of an array of chiral biaryl products in high yields and excellent enantioselectivities (up to 96% ee) under mild conditions. The carbonyl-benzooxazolidinone moiety in these chiral biaryl products allows facile derivatization for further synthetic applications. A computational study has revealed that a π-π interaction between the two coupling partners can enhance the enantioselectivity of the coupling reaction.
authors.affiliation: State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, China. tangwenjun@sioc.ac.cn
authors.forename: Wenjun
authors.initials: W
authors.lastname: Tang
authors.forename: Nitinchandra D
authors.initials: ND
authors.lastname: Patel
authors.forename: Guangqing
authors.initials: G
authors.lastname: Xu
authors.forename: Xiaobing
authors.initials: X
authors.lastname: Xu
authors.forename: Jolaine
authors.initials: J
authors.lastname: Savoie
authors.forename: Shengli
authors.initials: S
authors.lastname: Ma
authors.forename: Ming-Hong
authors.initials: MH
authors.lastname: Hao
authors.forename: Santosh
authors.initials: S
authors.lastname: Keshipeddy
authors.forename: Andrew G
authors.initials: AG
authors.lastname: Capacci
authors.forename: Xudong
authors.initials: X
authors.lastname: Wei
authors.forename: Yongda
authors.initials: Y
authors.lastname: Zhang
authors.forename: Joe J
authors.initials: JJ
authors.lastname: Gao
authors.forename: Wenjie
authors.initials: W
authors.lastname: Li
authors.forename: Sonia
authors.initials: S
authors.lastname: Rodriguez
authors.forename: Bruce Z
authors.initials: BZ
authors.lastname: Lu
authors.forename: Nathan K
authors.initials: NK
authors.lastname: Yee
authors.forename: Chris H
authors.initials: CH
authors.lastname: Senanayake
mesh_terms: D001583:Benzoxazoles / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D008024:Ligands; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001583:Benzoxazoles; D008024:Ligands; D009943:Organophosphorus Compounds; D010165:Palladium