title: Pd-catalyzed asymmetric allylic alkylation of pyrazol-5-ones with allylic alcohols: the role of the chiral phosphoric acid in C-O bond cleavage and stereocontrol.
abstract: The combination of a palladium complex with a chiral phosphoramidite ligand and a chiral phosphoric acid enables the first highly efficient asymmetric allylic alkylation of pyrazol-5-ones with allylic alcohols, affording multiply functionalized heterocyclic products in high yields with excellent enantioselectivities that would be of great potential in the synthesis of pharmaceutically interesting molecules.
authors.affiliation: Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026, China.
authors.forename: Zhong-Lin
authors.initials: ZL
authors.lastname: Tao
authors.forename: Wen-Quan
authors.initials: WQ
authors.lastname: Zhang
authors.forename: Dian-Feng
authors.initials: DF
authors.lastname: Chen
authors.forename: Arafate
authors.initials: A
authors.lastname: Adele
authors.forename: Liu-Zhu
authors.initials: LZ
authors.lastname: Gong
mesh_terms: D000478:Alkylation; D000498:Allyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D010756:Phosphoric Acids / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D047069:Pyrazolones / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000498:Allyl Compounds; D009942:Organometallic Compounds; D010756:Phosphoric Acids; D020005:Propanols; D047069:Pyrazolones; C006463:allyl alcohol; D010165:Palladium; C030242:phosphoric acid