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The reductive fragmentation of 7-hydroxy-9,10-dioxotaxoids.

Appendino, G ; Noncovich, A ; Bettoni, P ; Dambruoso, P ; Sterner, Olov LU ; Fontana, G and Bombardelli, E (2003) In European Journal of Organic Chemistry 2003(22). p.4422-4431
Abstract
The retro-aldol reductive fragmentation of different structural types of 7-hydroxy-9,10-dioxotaxoids was investigated, showing that the reaction is typical of taxanes and requires cerium(III) promotion with NaBH4 in protic medium and alkylboron (aluminium) hydrides in aprotic solvents. The resulting 7,8-seco-taxanes are key intermediates for the synthesis of a novel class of anticancer taxanes endowed with a unique pattern of in vivo biological activity. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
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author
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organization
publishing date
type
Contribution to journal
publication status
published
subject
in
European Journal of Organic Chemistry
volume
2003
issue
22
pages
4422 - 4431
publisher
John Wiley & Sons Inc.
external identifiers
  • wos:000186735000015
  • scopus:0344845008
ISSN
1434-193X
DOI
10.1002/ejoc.200300376
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
ab18f0ed-cde5-4ff4-9fc4-93f60667a228 (old id 127893)
date added to LUP
2016-04-01 11:32:56
date last changed
2022-03-12 21:28:14
@article{ab18f0ed-cde5-4ff4-9fc4-93f60667a228,
  abstract     = {{The retro-aldol reductive fragmentation of different structural types of 7-hydroxy-9,10-dioxotaxoids was investigated, showing that the reaction is typical of taxanes and requires cerium(III) promotion with NaBH4 in protic medium and alkylboron (aluminium) hydrides in aprotic solvents. The resulting 7,8-seco-taxanes are key intermediates for the synthesis of a novel class of anticancer taxanes endowed with a unique pattern of in vivo biological activity. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)}},
  author       = {{Appendino, G and Noncovich, A and Bettoni, P and Dambruoso, P and Sterner, Olov and Fontana, G and Bombardelli, E}},
  issn         = {{1434-193X}},
  language     = {{eng}},
  number       = {{22}},
  pages        = {{4422--4431}},
  publisher    = {{John Wiley & Sons Inc.}},
  series       = {{European Journal of Organic Chemistry}},
  title        = {{The reductive fragmentation of 7-hydroxy-9,10-dioxotaxoids.}},
  url          = {{http://dx.doi.org/10.1002/ejoc.200300376}},
  doi          = {{10.1002/ejoc.200300376}},
  volume       = {{2003}},
  year         = {{2003}},
}