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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
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
external identifiers
  • wos:000186735000015
  • scopus:0344845008
ISSN
1434-193X
DOI
10.1002/ejoc.200300376
language
English
LU publication?
yes
id
ab18f0ed-cde5-4ff4-9fc4-93f60667a228 (old id 127893)
date added to LUP
2007-07-10 08:41:21
date last changed
2018-01-07 05:05:00
@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},
  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},
  volume       = {2003},
  year         = {2003},
}