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- Title
From α-Bromomethylbutenolide to Fused Tri(Tetra) Cyclic Dihydrofurandiones through Barbier Reaction-Heck Arylation Sequence.
- Authors
Talbi, Arbia; Gaucher, Anne; Bourdreux, Flavien; Marrot, Jérôme; Efrit, Mohamed L.; M'Rabet, Hédi; Prim, Damien
- Abstract
A Barbier reaction-Heck arylation sequence from α-bromomethylbutenolide to fused tri and tetracyclic lactones has been developed. The first step involving a Barbier reaction enabled installing ortho-bromoaromatics in α-ylidene γ-lactones. The latter substrates were subjected to intramolecular Heck reaction conditions which selectively afforded 6,5,5 or 6,6,5 fused ring systems depending on the nature of the base employed.
- Subjects
DIHYDROFURANS; LACTONES; BARBIER reactions; HECK reaction; ARYLATION
- Publication
Molecules, 2017, Vol 22, Issue 12, p2171
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules22122171