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

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Author

  • G Appendino
  • A Noncovich
  • P Bettoni
  • P Dambruoso
  • Olov Sterner
  • G Fontana
  • E Bombardelli

Summary, in 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)

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 Inc.

Topic

  • Organic Chemistry

Status

Published

ISBN/ISSN/Other

  • ISSN: 1434-193X