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CBS reductions with a fluorous prolinol immobilized in a hydrofluoroether solvent

Chu, Q and Yu, MS and Curran, DP (2008) CBS reductions with a fluorous prolinol immobilized in a hydrofluoroether solvent. Organic Letters, 10 (5). 749 - 752. ISSN 1523-7060

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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. © 2008 American Chemical Society.


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Item Type: Article
Status: Published
CreatorsEmailPitt UsernameORCID
Chu, Q
Yu, MS
Curran, DPcurran@pitt.eduCURRAN
Date: 6 March 2008
Date Type: Publication
Journal or Publication Title: Organic Letters
Volume: 10
Number: 5
Page Range: 749 - 752
DOI or Unique Handle: 10.1021/ol702778v
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 1523-7060
MeSH Headings: Combinatorial Chemistry Techniques; Ethers--chemistry; Fluorine Compounds--chemistry; Molecular Structure; Oxidation-Reduction; Pyrrolidines--chemistry; Solvents
PubMed ID: 18269287
Date Deposited: 08 Apr 2013 17:29
Last Modified: 02 Feb 2019 15:59


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