CAS: 103966-65-0; (S)-1-(3-Nitrophenyl)Ethanol

相似化合物

5400-78-2 76116-24-0 201939-71-1

上下游产品

1-(3-nitrophenyl)ethanol (-)-(S)-N,N-dimethyl-1-phenylethylamine acetic anhydride 3-Nitroacetophenone(S)-1-(3-nitrophenyl)ethyl tosylate

3-硝基苯乙烯置于potassium Fluoride,Bis(η3-Allyl-μ-Chloropalladium(II)),(R)-2-Bis[3,5-Bis(Cf3)Phenyl]Phosphino-1,1'-Binaphthyl,三氯硅烷,双氧水,Potassium Hydrogencarbonate体系中,用 四氢呋喃,甲醇,甲苯 用作溶剂,化学反应 158.0H,反应生成(S)-1-(3-硝基苯基)乙醇
参考文献:Asymmetric Hydrosilylation Of Styrenes Catalyzed By Palladium−mop Complexes: Ligand Modification And Mechanistic Studies
标题:Asymmetric Hydrosilylation Of Styrenes Catalyzed By Palladium−mop Complexes: Ligand Modification And Mechanistic Studies
摘要:In The Palladium-Catalyzed Asymmetric Hydrosilylation Of Styrene (3A) With Trichlorosilane,Several Chiral Monophosphine Ligands,(R)-2-Diarylphosphino-1,1'-Binaphthyls(2A-G),Were Examined For Their Enantioselectivity. The Highest Enantioselectivity Was Observed In The Reaction With (R)-2-Bis [3,5-Bis(Trifluoromethyl)Phenyl] Phosphino-L,1'-Binaphthyl (2G),Which Gave (S)-1-Phenylethanol (5A) Of 98% Ee After Oxidation Of The Hydrosilylation Product,1-Phenyl-1-(Trichlorosilyl)Ethane (4A). The Palladium Complex Of 2G Also Efficiently Catalyzed The Asymmetric Hydrosilylation Of Substituted Styrenes On The Phenyl Ring Or At The Beta Position To Give The Corresponding Chiral Benzylic Alcohols Of Over 96% Ee. Deuterium-Labeling Studies On The Hydrosilylation Of Regiospecifically Deuterated Styrene Revealed That P-Hydrogen Elimination From L-Phenylethyl(Silyl)Palladium Intermediate Is Very Fast Compared With Reductive Elimination Giving Hydrosilylation Product When Ligand 2G Is Used. The Reaction Of O-Allylstyrene (9) With Trichlorosilane Catalyzed By (R)-2G/pd Gave (1S,2R)-1-Methyl-2-(Trichlorosilylmethyl)Indan (10) (91% Ee) And (S)-1-(2-(Propenyl)Phenyl)-1-Trichlorosilylethanes (11A And 11B) (95% Ee). On The Basis Of Their Opposite Configurations At The Benzylic Position,A Rationale For The High Enantioselectivity Of Ligand 2G Is Proposed.
Doi:10.1021/jo001614P