Reversible chemoselective transetherification of vinylogous esters using Fe-catalyst under additive free conditions

An additive/Brønsted acid/base free, highly efficient and chemoselective transetherification of electron deficient vinylogous esters and water mediated de-alkylation using an earth-abundant Fe-catalyst under very mild reaction conditions is described. This reaction is highly selective to primary alc...

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Veröffentlicht in:Organic & biomolecular chemistry 2019-03, Vol.17 (12), p.3258-3266
Hauptverfasser: Parvathalu, Nenavath, Agalave, Sandip G, Mohanta, Nirmala, Gnanaprakasam, Boopathy
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Sprache:eng
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Zusammenfassung:An additive/Brønsted acid/base free, highly efficient and chemoselective transetherification of electron deficient vinylogous esters and water mediated de-alkylation using an earth-abundant Fe-catalyst under very mild reaction conditions is described. This reaction is highly selective to primary alcohols over secondary alcohols, has good functional group tolerance, is scalable to gram scale and a purification free sequential transetherification in a continuous flow mode is demonstrated.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob00307j