Wakefield, B and Halter, RJ and Wipf, P
(2007)
Synthesis of (±)-thiohalenaquinone by iterative metalations of thiophene.
Organic Letters, 9 (16).
3121 - 3124.
ISSN 1523-7060
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Abstract
The synthesis of a thiophene-containing analogue of halenaquinone was realized. Key steps include an alkynyl ketone-benzocyclobutane Diels-Alder reaction to construct the C,D-ring naphthalene subunit, a Heck cyclization to form the quaternary carbon, and a ring closing metathesis to add the A-ring. © 2007 American Chemical Society.
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Details
Item Type: |
Article
|
Status: |
Published |
Creators/Authors: |
Creators | Email | Pitt Username | ORCID ![](/images/orcid_id_24x24.png) |
---|
Wakefield, B | | | | Halter, RJ | | | | Wipf, P | pwipf@pitt.edu | PWIPF | |
|
Date: |
2 August 2007 |
Date Type: |
Publication |
Journal or Publication Title: |
Organic Letters |
Volume: |
9 |
Number: |
16 |
Page Range: |
3121 - 3124 |
DOI or Unique Handle: |
10.1021/ol071258y |
Schools and Programs: |
Dietrich School of Arts and Sciences > Chemistry |
Refereed: |
Yes |
ISSN: |
1523-7060 |
MeSH Headings: |
Animals; Cyclization; Molecular Structure; Porifera--chemistry; Quinones--chemical synthesis; Quinones--chemistry; Stereoisomerism; Thiophenes--chemistry |
PubMed ID: |
17630756 |
Date Deposited: |
09 Oct 2013 16:04 |
Last Modified: |
02 Feb 2019 15:56 |
URI: |
http://d-scholarship-dev.library.pitt.edu/id/eprint/19789 |
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