Mesoporous silica SBA-15-supported norephedrine and ephedrine as heterogeneous chiral ligands

Bulletin of the Korean Chemical Society

Volumn 26, Issue 11, 2005, Pages 1671-1672

  Jin, Myung Jong ^a   Sarkar, M S ^a   Takale, Vijay B ^a   Park, Sang Eon ^a  

^a Inha University   (South Korea)

Author keywords

Chiral ligand; Ephedrine; Heterogeneous; Norephedrine; SBA 15

Indexed keywords

EID: 31744448498     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2005.26.11.1671     Document Type: Article

References (17)

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16. General procedure: To a solution of ligand 1 (160 mg, 0.62 mmol/g) in hexane (1.6 mL) was dropwise added diethylzinc (2 mL, 1.0 M in hexane) at 0°C. The mixture was allowed to warm to RT. Aldehyde (1.0 mmol) was then added and the reaction mixture was stirred at room temperature, observing the progress of the reaction by GC. After work up, the residue was purified by column chromatography and the e.e. was measured by HPLC on a Chiralcel OD-H column.
17. 2 (3.4 mg, 0.005 mmol) and supported ligand 2 (30 mg, 0.65 mmol/g) was heated in dry 2-propanol (1 mL) at 80°C for 50 min. After the solution was cooled to room temperature, a solution of aromatic ketone (1.0 mmol) in dry 2-propanol solution (10 mL) was added, followed by KOH (0.5 mL, 0.1 M in 2-propanol). The reduction was conducted at room temperature under nitrogen. The reaction was monitored by GC and the e.e. was measured by HPLC on a Chiralcel OB-H column.