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research article
Copper-Mediated/Catalyzed Oxyalkylation of Alkenes with Alkylnitriles
A copper-promoted oxyalkylation of alkenes with alkylnitriles has been developed. The protocol provides rapid access to phthalides (g-lactones) or isochromanones (d-lactones) via the formation of a C(sp3)C(sp3) and a C(sp3)O bond with the generation of up to two quaternary carbon atoms. Mechanistic studies suggest that this reaction is initiated by the formation of the C(sp3)C(sp3) bond rather than the C(sp3)O bond. Catalytic conditions were subsequently developed using carboxylic acid as an internal nucleophile.
Type
research article
Web of Science ID
WOS:000344358900016
Authors
Publication date
2014
Publisher
Published in
Volume
20
Issue
45
Start page
14633
End page
14636
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
October 29, 2014
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