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With C44H60O2P2; copper(II) acetate monohydrate; In toluene; tert-butyl alcohol; for 2h;Inert atmosphere;
Add Cu (OAc) 2 · H2O (2.0mg) to a dry reaction flask replaced with nitrogen(R) -L4 (Ar '= 4-Me-3,5- (t-Bu) 2-Ph) (5.6 mg), toluene (2.0 mL), and stirred at room temperature until a blue solution.Reduce the temperature to -25 , add Poly(methylhydrosiloxane) (120muL) and tert-butanol (182muL) to the above liquid,After stirring for 5 min, methyl 2-phenylacrylate (161 mg) was added.After stirring for 2h, then add saturated NH4Cl solution (4.0mL), continue stirring for 30min, and then separate the liquid,The aqueous phase was extracted with ethyl acetate (3 × 5.0 mL), and the combined organic phase was washed with saturated NaCl solution,The product was dried, concentrated and separated by anhydrous sodium sulfate (149mg, yield 91%, ee 35%,The dominant configuration is (S) -configuration.
With hydrogen;(S,S)-(-)-2,2'-bis[(R)-(N,N-dimethylamino)(phenyl)methyl]-1,1'-bis[diphenylphosphine]ferrocene;
0.01 mmol Ru (COD)2X and 0.01 mmol of the ferrocenyl ligand are dissolved in 12 ml of the appropriate solvent in a 25 ml shaker vessel. After the addition of 1 mmol of the unsaturated ester the solution is transferred under argon into a 100 ml steel autoclave and heated after multiple rinsing with H2 for 10 min. at the appropriate hydrogen pressure to reaction temperature. The mixture is then agitated, filtered, (the optionally added acid esterified with Me3SiCHN2) and the enantiomeric excess determined by HPLC [(Chiracel OJ, n-heptane/isopropanol 95:5; flow 0.6 mL/min, T=20 C.; tR=18.05 (S), 21.13 (R)]. alpha-phenylacrylic acid: Solvent: THF Reaction temperature: 60 C. Pressure: 5000 kPa
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