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An Improved Procedure for the Synthesis of Bicyclo[2.2.2]octane- 2,6-dione

Almqvist, Fredrik ; Eklund, Lars and Frejd, Torbjörn LU (1993) In Synthetic Communications 23(11). p.1499-1505
Abstract
Conjugate addition of Meldrum's acid to 2-cyclohexenone followed by direct cyclization in PPA/acetic acid constitutes a shorter, more reproducible and higher yielding route to bicyclo[2.2.2]octane-2,6-dione than previous methods. The crude dione could be used as substrate for the baker's yeast reduction to (IR, 4S, 6S)-bicyclo[2.2.2]octane-6-ol-2-one.
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author
; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Synthetic Communications
volume
23
issue
11
pages
1499 - 1505
publisher
Marcel Dekker
external identifiers
  • scopus:0027319329
ISSN
0039-7911
DOI
10.1080/00397919308011243
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)
id
f6232f39-ddb5-432a-b667-e12c4420bc7a (old id 31490)
date added to LUP
2016-04-01 16:50:37
date last changed
2021-01-03 06:52:06
@article{f6232f39-ddb5-432a-b667-e12c4420bc7a,
  abstract     = {{Conjugate addition of Meldrum's acid to 2-cyclohexenone followed by direct cyclization in PPA/acetic acid constitutes a shorter, more reproducible and higher yielding route to bicyclo[2.2.2]octane-2,6-dione than previous methods. The crude dione could be used as substrate for the baker's yeast reduction to (IR, 4S, 6S)-bicyclo[2.2.2]octane-6-ol-2-one.}},
  author       = {{Almqvist, Fredrik and Eklund, Lars and Frejd, Torbjörn}},
  issn         = {{0039-7911}},
  language     = {{eng}},
  number       = {{11}},
  pages        = {{1499--1505}},
  publisher    = {{Marcel Dekker}},
  series       = {{Synthetic Communications}},
  title        = {{An Improved Procedure for the Synthesis of Bicyclo[2.2.2]octane- 2,6-dione}},
  url          = {{http://dx.doi.org/10.1080/00397919308011243}},
  doi          = {{10.1080/00397919308011243}},
  volume       = {{23}},
  year         = {{1993}},
}