Dépôt numérique
RECHERCHER

Soft-enolization Baker-Venkataraman Rearrangement Enabled Total Synthesis of Dirchromones and Related 2-Substituted Chromones.

St-Gelais, Alexis; Alsarraf, Jérôme; Legault, Jean; Gauthier, Charles; Pichette, Andre (2018). Soft-enolization Baker-Venkataraman Rearrangement Enabled Total Synthesis of Dirchromones and Related 2-Substituted Chromones. Organic Letters , vol. 20 , nº 23. p. 7424-7428. DOI: 10.1021/acs.orglett.8b03148.

Ce document n'est pas hébergé sur EspaceINRS.

Résumé

A seven-step total synthesis of the original scaffold of cytotoxic dirchromones involving an unprecedented soft-enolization Baker-Venkataraman rearrangement was designed. The methodology enabled access to naturally occurring dirchromone 1 (21% overall yield) at gram-scale, which was screened for cytotoxicity against 13 cancer cell lines. The scope of the soft-enolization Baker-Venkataraman rearrangement encompasses diversely substituted dirchromones, including flavonoids, 2-styrylchromones, and 2-phenylethylchromones.

Type de document: Article
Mots-clés libres: -
Centre: Centre INRS-Institut Armand Frappier
Date de dépôt: 20 nov. 2019 20:46
Dernière modification: 20 nov. 2019 20:46
URI: http://espace.inrs.ca/id/eprint/8179

Actions (Identification requise)

Modifier la notice Modifier la notice