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The synthesis of bicyclo[2.2.2]octan-2,6-dione revisited

Widegren, Magnus ; Dietz, Melanie LU ; Friberg, Annika LU ; Frejd, Torbjörn LU ; Hahn-Hägerdal, Bärbel LU ; Gorwa-Grauslund, Marie-Francoise LU and Katz, Mikael (2006) In Synthesis p.3527-3530
Abstract
The cyclisation conditions for the formation of bicyclo[2.2.2]octan-2,6-di one (1) from 3-substituted cyclohexanones 2 and 3 have been re-investigated. Use of a medium consisting of isobutyric anhydride and trifluoroacetic acid resulted in a simplified and reproducible method for large-scale synthesis of this compound.
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
carboxylic acids, diketones, bicyclic compounds, cyclisations, anhydrides
in
Synthesis
issue
20
pages
3527 - 3530
publisher
Oxford Polytechnic, Oxford
external identifiers
  • wos:000241627700023
  • scopus:33750591030
ISSN
0039-7881
DOI
10.1055/s-2006-942532
language
English
LU publication?
yes
additional info
The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240), Applied Microbiology (LTH) (011001021), Department of Chemistry (011001220)
id
ffaed0cc-df25-4374-958e-c2763c9726d5 (old id 378582)
date added to LUP
2016-04-01 15:51:10
date last changed
2020-01-12 18:47:48
@article{ffaed0cc-df25-4374-958e-c2763c9726d5,
  abstract     = {The cyclisation conditions for the formation of bicyclo[2.2.2]octan-2,6-di one (1) from 3-substituted cyclohexanones 2 and 3 have been re-investigated. Use of a medium consisting of isobutyric anhydride and trifluoroacetic acid resulted in a simplified and reproducible method for large-scale synthesis of this compound.},
  author       = {Widegren, Magnus and Dietz, Melanie and Friberg, Annika and Frejd, Torbjörn and Hahn-Hägerdal, Bärbel and Gorwa-Grauslund, Marie-Francoise and Katz, Mikael},
  issn         = {0039-7881},
  language     = {eng},
  number       = {20},
  pages        = {3527--3530},
  publisher    = {Oxford Polytechnic, Oxford},
  series       = {Synthesis},
  title        = {The synthesis of bicyclo[2.2.2]octan-2,6-dione revisited},
  url          = {http://dx.doi.org/10.1055/s-2006-942532},
  doi          = {10.1055/s-2006-942532},
  year         = {2006},
}