CAS: 149341-34-4; (R)-(+)-1-(2-Diphenylphosphino-1-Naphthyl)Isoquinoline

上下游产品

(1-(isoquinolin-1-yl)naphthalen-2-yl)diphenylphosphine oxide chloro-diphenylphosphine 1-(2-trifluoromethanesulfonyloxy-1-naphthyl)isoquinoline 1-(2-hydroxy-1-naphthyl)isoquinoline [1-(2-diphenylphosphino-1-naphthyl)isoquinoline]tricarbonylrhenium(I) chloride [Cu(1-(2-diphenylphosphini-1-naphthyl)isoquinoline)I]2

📜1-氯异喹啉置于4-二甲氨基吡啶,四(三苯基膦)钯,三氯硅烷,1,3-双(二苯基膦)丙烷,Palladium Diacetate,三溴化硼,碳酸氢钠,Sodium Carbonate,三乙胺体系中,用 二氯甲烷,二甲基亚砜,甲苯 用作溶剂,化学反应 22.17H,反应生成1-(2-二苯基庚基1萘酚)硫酸甲基酯
参考文献:Synthesis And Resolution Of 1-(2-Diphenylphosphino-1-Naphthyl)Isoquinoline; A Pn Chelating Ligand For Asymmetric Catalysis.
标题:Synthesis And Resolution Of 1-(2-Diphenylphosphino-1-Naphthyl)Isoquinoline; A Pn Chelating Ligand For Asymmetric Catalysis.
摘要:A Multistep Synthesis Resulting In A Good Yield Of The Title Compound Has Been Developed Based On The Pd-Catalysed Coupling Of 1-Chloroisoquinoline And 2-Methoxy-1-Naphthylboronic Acid (5). The Product Is Converted Into The Corresponding Tfifluoromethanesulphonate (10) By Successive Demethylation And Treatment With (Cf3Co)2O,Followed By A Further Pd-Catalysed Coupling With Ph2P(O)H. The Resulting Phosphine Oxide (11) Was Cleanly Reduced With Hsicl3. Resolution Of The Phosphinamine (4) Was Carried Out With The Pd Complex Derived From (R)-(+)-Dimethyl(1-(1-Naphthyl)Ethyl)Amine And Pdcl2; The Diastereomers Were Of Different Stabilities And Solubilities And Were Therefore Readily Separated. The Resolved Phosphinamine,[alpha]D22 +/-153 (C = 1,Chcl3),Was Enantiomerically Stable On Heating To 65-Degrees-C For 24H. X-Ray Crystal Structures Of The Adduct (16) And The Pd Dimer (7) Isolated During The Initial Coupling Reaction Are Presented.
Doi:10.1016/s0957-4166(00)80183-4