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

Author:
  • G Appendino
  • A Noncovich
  • P Bettoni
  • P Dambruoso
  • Olov Sterner
  • G Fontana
  • E Bombardelli
Publishing year: 2003
Language: English
Pages: 4422-4431
Publication/Series: European Journal of Organic Chemistry
Volume: 2003
Issue: 22
Document type: Journal article
Publisher: John Wiley & Sons

Abstract english

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)

Keywords

  • Organic Chemistry

Other

Published
  • ISSN: 1434-193X
Olov Sterner
E-mail: olov.sterner [at] science.lu.se

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