SELECTIVE SEMIREDUCTION OF ALKYNES AS PART OF AN ENVISAGED CONTINUOUS FLOW SYNTHESIS OF COMBRETASTATIN A-4

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Résumé

Combretastatin A-4 (1) is a natural product isolated from the South African bushwillow tree Combretum caffrum. It is endowed with a powerful inhibitory activity on microtubule formation as well as a related antiangiogenic activity. [1-2] As such, 1 has a strong potential in the anticancer therapy, prompting the development of new derivatives. [3-6] We have turned our attention to the design of a synthetic procedure for 1 performed entirely in
flow, which should enable continuous and rapid production of this useful compound and its derivatives in significant quantities.
Presented in this poster is a crucial step in this synthetic strategy - a selective semi-reduction of the triple bond of an alkyne precursor to the Z-double bond in the final product. The Lindlar-type hydrogenation in flow has been described only scarcely and for products typically more stable than Z-stilbenes. [7] We therefore set out to explore this technique and decided to expand it to a wider range of structurally various alkynes.
langue originaleAnglais
PagesBook of Abstracts, 14th Belgian Organic Synthesis Symposium, P087, p. 136
Nombre de pages1
Etat de la publicationPublié - 13 juil. 2014
EvénementBOSS XIV - 14th Belgian Organic Synthesis Symposium - Aula Magna, Louvain-la-Neuve, Belgique
Durée: 13 juil. 201418 juil. 2014

Une conférence

Une conférenceBOSS XIV - 14th Belgian Organic Synthesis Symposium
PaysBelgique
La villeLouvain-la-Neuve
période13/07/1418/07/14

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