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
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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.
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Details
Item Type: |
Article
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Status: |
Published |
Creators/Authors: |
Creators | Email | Pitt Username | ORCID |
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Luo, Z | | | | Zhang, Q | | | | Oderaotoshi, Y | | | | Curran, DP | curran@pitt.edu | CURRAN | |
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Date: |
2 March 2001 |
Date Type: |
Publication |
Journal or Publication Title: |
Science |
Volume: |
291 |
Number: |
5509 |
Page Range: |
1766 - 1769 |
DOI or Unique Handle: |
10.1126/science.1057567 |
Schools and Programs: |
Dietrich School of Arts and Sciences > Chemistry |
Refereed: |
Yes |
ISSN: |
0036-8075 |
MeSH Headings: |
Alkaloids--chemical synthesis; Alkaloids--chemistry; Chromatography; Chromatography, Gel--methods; Combinatorial Chemistry Techniques; Fluorine--analysis; Organic Chemicals--chemical synthesis; Organic Chemicals--isolation & purification; Spectrum Analysis; Stereoisomerism |
PubMed ID: |
11230688 |
Date Deposited: |
14 Feb 2014 16:50 |
Last Modified: |
02 Feb 2019 15:58 |
URI: |
http://d-scholarship-dev.library.pitt.edu/id/eprint/20550 |
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