Dandapani, S and Jeske, M and Curran, DP
(2005)
Synthesis of all 16 stereoisomers of pinesaw fly sex pheromones - Tools and tactics for solving problems in fluorous mixture synthesis.
Journal of Organic Chemistry, 70 (23).
9447 - 9462.
ISSN 0022-3263
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Abstract
The application of fluorous mixture synthesis (FMS) for accessing natural products and their stereoisomers was validated by the total synthesis of all 16 stereoisomers of the pine sawfly sex pheromone. Four fluorous p-methoxybenzyl groups were used as tags, and a "4-mix-4-split" approach was employed in a divergent synthesis. This paper presents the details of the FMS of pine sawfly sex pheromones with an emphasis on identification and solving of problems encountered when working with fluorous mixtures. © 2005 American Chemical Society.
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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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Dandapani, S | | | | Jeske, M | | | | Curran, DP | curran@pitt.edu | CURRAN | |
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Date: |
11 November 2005 |
Date Type: |
Publication |
Journal or Publication Title: |
Journal of Organic Chemistry |
Volume: |
70 |
Number: |
23 |
Page Range: |
9447 - 9462 |
DOI or Unique Handle: |
10.1021/jo051526a |
Schools and Programs: |
Dietrich School of Arts and Sciences > Chemistry |
Refereed: |
Yes |
ISSN: |
0022-3263 |
MeSH Headings: |
Animals; Chemistry, Organic--methods; Female; Fluorine--chemistry; Hymenoptera--chemistry; Sex Attractants--chemical synthesis; Sex Attractants--chemistry; Stereoisomerism |
PubMed ID: |
16268620 |
Date Deposited: |
03 Jul 2013 15:48 |
Last Modified: |
02 Feb 2019 15:59 |
URI: |
http://d-scholarship-dev.library.pitt.edu/id/eprint/19250 |
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