Rivkin, A and Nagashima, T and Curran, DP
(2003)
Samarium(II) iodide mediated radical/polar crossover reactions of cyclobutenes. An efficient approach to the BCD ring system of the penitrems.
Organic Letters, 5 (4).
419 - 422.
ISSN 1523-7060
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Abstract
(Matrix presented) Radical/polar crossover reactions of derivatives of 1-(2-cyclobutenyl)-2-(2-iodoaryl)ethanones with acetone promoted by samarium diiodide and HMPA provide 1-(1-hydroxy-1-methylethyl)-2,2a,4,8b-tetrahydro-1H-cyclobuta[a] naphthalen-3-one derivatives in about 50% isolated yield. This reaction shows promise for construction of the BCD ring fragment of the penitrems.
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Details
Item Type: |
Article
|
Status: |
Published |
Creators/Authors: |
Creators | Email | Pitt Username | ORCID ![](/images/orcid_id_24x24.png) |
---|
Rivkin, A | | | | Nagashima, T | | | | Curran, DP | curran@pitt.edu | CURRAN | |
|
Date: |
20 February 2003 |
Date Type: |
Publication |
Journal or Publication Title: |
Organic Letters |
Volume: |
5 |
Number: |
4 |
Page Range: |
419 - 422 |
DOI or Unique Handle: |
10.1021/ol0272491 |
Schools and Programs: |
Dietrich School of Arts and Sciences > Chemistry |
Refereed: |
Yes |
ISSN: |
1523-7060 |
MeSH Headings: |
Alkaloids--chemical synthesis; Cyclization; Cyclobutanes--chemistry; Free Radicals--chemistry; Hydrocarbons, Cyclic--chemical synthesis; Iodides--chemistry; Mycotoxins--chemical synthesis; Samarium--chemistry |
PubMed ID: |
12583733 |
Date Deposited: |
07 Feb 2014 00:01 |
Last Modified: |
02 Feb 2019 15:58 |
URI: |
http://d-scholarship-dev.library.pitt.edu/id/eprint/20453 |
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