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Straightforward Synthesis of Spirocyclic Tetrahydrofurans by a Reductive MCR/Iodoetherification Sequence

Authors :
Marine Pinaud
Eric Huet
Marc Presset
Erwan Le Gall
Source :
The Journal of organic chemistry. 87(7)
Publication Year :
2022

Abstract

A straightforward and modular sequence for the synthesis of substituted spirocyclic tetrahydrofurans is described. The strategy relies on a reductive cobalt-catalyzed three-component reaction between a cyclic ketone, an acrylate, and a vinylic bromide followed by an intramolecular iodoetherification of the resulting γ-hydroxyalkene. Some functional group interconversions allowed the preparation of more varied spirocyclic compounds.

Details

ISSN :
15206904
Volume :
87
Issue :
7
Database :
OpenAIRE
Journal :
The Journal of organic chemistry
Accession number :
edsair.doi.dedup.....4df2e82344cfec46102276e23bf63f76