CBS Reductions with a Fluorous Prolinol Immobilized in a Hydrofluoroether Solvent
| Autor: | Marvin S. Yu, Qianli Chu, Dennis P. Curran |
|---|---|
| Rok vydání: | 2008 |
| Předmět: |
Pyrrolidines
Molecular Structure Organic solvent Fluorine Compounds Organic Chemistry chemistry.chemical_element Biochemistry Prolinol Solvent chemistry.chemical_compound Hydrofluoroether chemistry Yield (chemistry) Phase (matter) Solvents Fluorine Combinatorial Chemistry Techniques Organic chemistry Physical and Theoretical Chemistry Oxidation-Reduction Ethers Acetophenone |
| Zdroj: | Organic Letters. 10:749-752 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/ol702778v |
| Popis: | A fluorous prolinol precatalyst bearing only 34 fluorine atoms has been immobilized in the hydrofluoroether solvent HFE-7500. The CBS reduction of acetophenone proceeded rapidly, in high yield and in high ee in the absence of any organic solvent. The organic product was stripped from the HFE-7500 phase with a polar solvent, and the HFE-7500 phase was reused "as is" with satisfactory results through eight runs. This process is an attractive prototype for the large-scale use, recovery, and reuse of fluorous organocatalysts. |
| Databáze: | OpenAIRE |
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