The Reductive Fragmentation of 7-Hydroxy-9,10-dioxotaxoids

Giovanni Appendino, Alain Noncovich, Piergiorgio Bettoni, Paolo Dambruoso, Olov Sterner, Gabriele Fontana, Ezio Bombardelli

Risultato della ricerca: Contributo su rivistaArticolo in rivistapeer review

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.

Lingua originaleInglese
pagine (da-a)4422-4431
Numero di pagine10
RivistaEuropean Journal of Organic Chemistry
Numero di pubblicazione22
DOI
Stato di pubblicazionePubblicato - 14 nov 2003
Pubblicato esternamente

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