title: Synergistic chiral ion pair catalysts for asymmetric catalytic synthesis of quaternary α,β-diamino acids.
abstract: The combination of a chiral phosphate anion with a silver ion has been demonstrated as a powerful and synergistic ion pair catalyst for the aza-Mannich reaction. A series of valuable quaternary α,β-diamino acid derivatives was obtained in high yield, and with excellent diastereo- (up to 25:1 dr) and enantioselectivity (up to 99% ee). The adducts can be smoothly transformed into the corresponding protected chiral quaternary α,β-diamino acids by a one-pot hydrolysis reaction.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, PR China.
authors.forename: Shi-Hui
authors.initials: SH
authors.lastname: Shi
authors.forename: Fu-Ping
authors.initials: FP
authors.lastname: Huang
authors.forename: Ping
authors.initials: P
authors.lastname: Zhu
authors.forename: Zhen-Wen
authors.initials: ZW
authors.lastname: Dong
authors.forename: Xin-Ping
authors.initials: XP
authors.lastname: Hui
mesh_terms: D000599:Amino Acids, Diamino / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006868:Hydrolysis; D007477:Ions; D015394:Molecular Structure; D010755:Organophosphates / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000599:Amino Acids, Diamino; D007477:Ions; D010755:Organophosphates