Fukui, Y and Bruckner, AM and Shin, Y and Balachandran, R and Day, BW and Curran, DP
(2006)
Fluorous mixture synthesis of (-)-dictyostatin and three stereoisomers.
Organic Letters, 8 (2).
301 - 304.
ISSN 1523-7060
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Abstract
A mixture of four stereoisomers whose configurations are encoded by fluorous silyl protecting groups has been prepared and converted over 22 steps to a mixture of protected dictyostatins. Demixing by fluorous HPLC followed by removal of the fluorous protecting groups (detagging) provides dictyostatin and three C6,C7 stereoisomers. Biological evaluation showed that the monoepimers of the natural product retained highly potent activity. © 2006 American Chemical Society.
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Details
Item Type: |
Article
|
Status: |
Published |
Creators/Authors: |
Creators | Email | Pitt Username | ORCID  |
---|
Fukui, Y | | | | Bruckner, AM | | | | Shin, Y | | | | Balachandran, R | | | | Day, BW | | | | Curran, DP | curran@pitt.edu | CURRAN | |
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Date: |
19 January 2006 |
Date Type: |
Publication |
Journal or Publication Title: |
Organic Letters |
Volume: |
8 |
Number: |
2 |
Page Range: |
301 - 304 |
DOI or Unique Handle: |
10.1021/ol0526827 |
Schools and Programs: |
Dietrich School of Arts and Sciences > Chemistry |
Refereed: |
Yes |
ISSN: |
1523-7060 |
MeSH Headings: |
Fluorine--chemistry; Macrolides--chemical synthesis; Macrolides--chemistry; Molecular Structure; Stereoisomerism |
PubMed ID: |
16408900 |
Date Deposited: |
17 Jun 2013 16:04 |
Last Modified: |
02 Feb 2019 15:58 |
URI: |
http://d-scholarship.pitt.edu/id/eprint/19022 |
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