Copper-Catalyzed Hydrocarboxylation of N-Allenyl Derivatives | Zendy

Rémi Blieck | Zendy; Marc Taillefer | Zendy; Florian Monnier | Zendy

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Copper-Catalyzed Hydrocarboxylation of N-Allenyl Derivatives

Author(s) -

Rémi Blieck,

Marc Taillefer,

Florian Monnier

Publication year - 2019

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.9b01510

Subject(s) - chemistry , allene , copper , catalysis , ligand (biochemistry) , stereoselectivity , intermolecular force , base (topology) , medicinal chemistry , organic chemistry , combinatorial chemistry , molecule , mathematical analysis , biochemistry , receptor , mathematics

The addition of carboxylic acids to allenes was performed with copper catalysis. This hydrocarboxylation reaction, occurring on the terminal carbon of the allenes, is totally regio- and stereoselective. It represents the first copper-catalyzed example of intermolecular C-O bond formation by allene hydrofunctionalization. This ligand-free system is based on the use of catalytic amounts of copper combined with a base (10 mol % of K 2 CO 3 ).

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