eprintid: 20550
rev_number: 18
userid: 1418
dir: disk0/00/02/05/50
datestamp: 2014-02-14 16:50:12
lastmod: 2019-02-02 15:58:34
status_changed: 2014-02-14 16:50:12
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Luo, Z
creators_name: Zhang, Q
creators_name: Oderaotoshi, Y
creators_name: Curran, DP
creators_email: 
creators_email: 
creators_email: 
creators_email: curran@pitt.edu
creators_id: 
creators_id: 
creators_id: 
creators_id: CURRAN
title: Fluorous mixture synthesis: A fluorous-tagging strategy for the synthesis and separation of mixtures of organic compounds
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: The solution-phase synthesis of organic compounds as mixtures rather than in individual pure form offers efficiency advantages that are negated by the difficulty in separating and identifying the components of the final mixture. Here, a strategy for mixture synthesis that addresses these separation and identification problems is presented. A series of organic substrates was tagged with a series of fluorous tags of increasing fluorine content. The compounds were then mixed, and multistep reactions were conducted to make enantiomers or analogs of the natural product mappicine. The resulting tagged products were then demixed by fluorous chromatography (eluting in order of increasing fluorine content) to provide the individual pure components of the mixture, which were detagged to release the final products.
date: 2001-03-02
date_type: published
publication: Science
volume: 291
number: 5509
pagerange: 1766 - 1769
refereed: TRUE
issn: 0036-8075
id_number: 10.1126/science.1057567
pmid: 11230688
mesh_headings: Alkaloids--chemical synthesis
mesh_headings: Alkaloids--chemistry
mesh_headings: Chromatography
mesh_headings: Chromatography, Gel--methods
mesh_headings: Combinatorial Chemistry Techniques
mesh_headings: Fluorine--analysis
mesh_headings: Organic Chemicals--chemical synthesis
mesh_headings: Organic Chemicals--isolation & purification
mesh_headings: Spectrum Analysis
mesh_headings: Stereoisomerism
chemical_names: Alkaloids
chemical_names: Organic Chemicals
chemical_names: Fluorine
chemical_names: mappicine
citation:   Luo, Z and Zhang, Q and Oderaotoshi, Y and Curran, DP  (2001) Fluorous mixture synthesis: A fluorous-tagging strategy for the synthesis and separation of mixtures of organic compounds.  Science, 291 (5509).  1766 - 1769.  ISSN 0036-8075     
document_url: http://d-scholarship-dev.library.pitt.edu/20550/1/licence.txt