St-Gelais, Alexis; Alsarraf, Jérôme; Legault, Jean; Gauthier, Charles 
ORCID: https://orcid.org/0000-0002-2475-2050 et Pichette, Andre
(2018).
Soft-enolization Baker-Venkataraman Rearrangement Enabled Total Synthesis of Dirchromones and Related 2-Substituted Chromones.
Organic Letters
, vol. 20
, nº 23.
pp. 7424-7428.
DOI: 10.1021/acs.orglett.8b03148.
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: | 15 févr. 2022 17:29 |
| URI: | https://espace.inrs.ca/id/eprint/8179 |
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