eprintid: 18069
rev_number: 16
userid: 1418
dir: disk0/00/01/80/69
datestamp: 2013-04-08 17:29:11
lastmod: 2019-02-02 15:59:04
status_changed: 2013-04-08 17:29:11
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Chu, Q
creators_name: Yu, MS
creators_name: Curran, DP
creators_email: 
creators_email: 
creators_email: curran@pitt.edu
creators_id: 
creators_id: 
creators_id: CURRAN
title: CBS reductions with a fluorous prolinol immobilized in a hydrofluoroether solvent
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: 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.
date: 2008-03-06
date_type: published
publication: Organic Letters
volume: 10
number: 5
pagerange: 749 - 752
refereed: TRUE
issn: 1523-7060
id_number: 10.1021/ol702778v
pmid: 18269287
mesh_headings: Combinatorial Chemistry Techniques
mesh_headings: Ethers--chemistry
mesh_headings: Fluorine Compounds--chemistry
mesh_headings: Molecular Structure
mesh_headings: Oxidation-Reduction
mesh_headings: Pyrrolidines--chemistry
mesh_headings: Solvents
chemical_names: Ethers
chemical_names: Fluorine Compounds
chemical_names: HFE-7500
chemical_names: Pyrrolidines
chemical_names: Solvents
chemical_names: prolinol
citation:   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     
document_url: http://d-scholarship-dev.library.pitt.edu/18069/1/licence.txt