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Base-catalyzed intramolecular condensation of tokinolide B.

Quiroz-García, B ; Hernández, L ; Toscano, R A ; Sterner, Olov LU and Delgado, G (2003) In Tetrahedron Letters 44(12). p.2509-2512
Abstract
The novel pentacyclic compound cyclotokinolide B was obtained from the natural phthalide tokinolide B under basic conditions, via the chemoselective -enol lactone opening followed by a Michael addition of the generated carbanion to the enone and subsequent equilibration. This result confirms that some dimeric phthalides undergo intramolecular cyclizations in basic media.
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author
; ; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Tetrahedron Letters
volume
44
issue
12
pages
2509 - 2512
publisher
Elsevier
external identifiers
  • wos:000181575200017
  • scopus:0037450919
ISSN
0040-4039
DOI
10.1016/S0040-4039(03)00291-0
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
762c5706-98a5-4346-a9ec-761f5997f784 (old id 127989)
date added to LUP
2016-04-01 16:31:06
date last changed
2022-01-28 20:17:42
@article{762c5706-98a5-4346-a9ec-761f5997f784,
  abstract     = {{The novel pentacyclic compound cyclotokinolide B was obtained from the natural phthalide tokinolide B under basic conditions, via the chemoselective -enol lactone opening followed by a Michael addition of the generated carbanion to the enone and subsequent equilibration. This result confirms that some dimeric phthalides undergo intramolecular cyclizations in basic media.}},
  author       = {{Quiroz-García, B and Hernández, L and Toscano, R A and Sterner, Olov and Delgado, G}},
  issn         = {{0040-4039}},
  language     = {{eng}},
  number       = {{12}},
  pages        = {{2509--2512}},
  publisher    = {{Elsevier}},
  series       = {{Tetrahedron Letters}},
  title        = {{Base-catalyzed intramolecular condensation of tokinolide B.}},
  url          = {{http://dx.doi.org/10.1016/S0040-4039(03)00291-0}},
  doi          = {{10.1016/S0040-4039(03)00291-0}},
  volume       = {{44}},
  year         = {{2003}},
}