Application
Copper (II) Triflate Catalyzed Regioselective Markovnikov Hydration of Alkynes
Typical Procedure (R1 = 4-methoxybenznene, R2 = H): Cu(OTf)2 (72 mg, 20 mol%) and water (36 mg, 2 eq.) are added to a stirred solution of 1-ethynyl-4-methoxybenzene (132.2 mg, 1 mmol) in EtOAc (2 mL). The reaction mixture is stirred at 100 °C for 1 hr. After completion of the reaction, it is cooled to room temperature; water is added and extracted with EtOAc, dried over anhydrous Na2SO4 and concentrated. The residue is purified by column chromatography to give 4'-methoxyacetophenone (135 mg, 90%) as a white solid.
References
Application
Synthesis of Optically Active Oxazoline Derivatives via Asymmetric Desymmetrization of 1,3-Diols
Typical Procedure:
Amino diols (0.5 mmol), K2CO3 (207.3 mg, 1.5 mmol), and p-toluenesulfonyl chloride (190.7 mg, 1.0 mmol) are added to a solution of Cu(OTf)2 (18.1 mg, 0.05 mmol) and (R,R)-2,2'-isopropylidenebis(4-phenyl-2-oxazoline) (16.7 mg, 0.05 mmol) in tert-butyl alcohol (2 mL). After stirring for 12 h at room temperature, water (10 mL) is added. The resulting mixture is extracted with AcOEt. After separation, the organic layer is washed with brine, and then dried over Na2SO4. Concentration and purification through flash column chromatography gives the product.
References
Application
Efficient preparation method for alpha, omega-amino alcohols
Reference
PubMed Literature