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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
2021-02-17 06:07:48
@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},
}