The reductive fragmentation of 7-hydroxy-9,10-dioxotaxoids.
(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)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/127893
- author
- Appendino, G ; Noncovich, A ; Bettoni, P ; Dambruoso, P ; Sterner, Olov LU ; Fontana, G and Bombardelli, E
- organization
- publishing date
- 2003
- 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}}, }