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Oxidative fragmentation of the bridged beta-triketone core of hyperforin

Verotta, L ; Lovaglio, E ; Sterner, Olov LU ; Appendino, G and Bombardelli, E (2004) In European Journal of Organic Chemistry 2004(6). p.1193-1197
Abstract
The beta-triketone core of the antidepressant phloroglucinol hyperforin (1) undergoes a series of peroxide-induced oxidative rearrangements leading to compound 5, which is formed by opening of ring A, and compound 6, which is formed by removal of the C-1 carbonyl bridge. A mechanistic rationale for this process is proposed. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004).
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author
; ; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
European Journal of Organic Chemistry
volume
2004
issue
6
pages
1193 - 1197
publisher
John Wiley & Sons Inc.
external identifiers
  • wos:000220360700003
  • scopus:4544345612
ISSN
1434-193X
DOI
10.1002/ejoc.200300568
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
ab191ba0-ce49-4465-a93c-045b6c51c359 (old id 141246)
date added to LUP
2016-04-01 12:28:21
date last changed
2022-03-06 00:00:22
@article{ab191ba0-ce49-4465-a93c-045b6c51c359,
  abstract     = {{The beta-triketone core of the antidepressant phloroglucinol hyperforin (1) undergoes a series of peroxide-induced oxidative rearrangements leading to compound 5, which is formed by opening of ring A, and compound 6, which is formed by removal of the C-1 carbonyl bridge. A mechanistic rationale for this process is proposed. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004).}},
  author       = {{Verotta, L and Lovaglio, E and Sterner, Olov and Appendino, G and Bombardelli, E}},
  issn         = {{1434-193X}},
  language     = {{eng}},
  number       = {{6}},
  pages        = {{1193--1197}},
  publisher    = {{John Wiley & Sons Inc.}},
  series       = {{European Journal of Organic Chemistry}},
  title        = {{Oxidative fragmentation of the bridged beta-triketone core of hyperforin}},
  url          = {{http://dx.doi.org/10.1002/ejoc.200300568}},
  doi          = {{10.1002/ejoc.200300568}},
  volume       = {{2004}},
  year         = {{2004}},
}