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research article
Synthesis of Functionalized Epoxides by Copper-Catalyzed Alkylative Epoxidation of Allylic Alcohols with Alkyl Nitriles
2015
A copper-catalyzed oxyalkylation of allylic alcohols using nonactivated alkyl nitriles as reaction partners was developed. A sequence involving generation of an alkyl nitrile radical followed by its addition to a double bond and a copper-mediated formation of C(sp3)−O bond was proposed to account for the reaction outcome. The protocol provided an efficient route to functionalized tri- and tetrasubstituted epoxides via formation of a C(sp3)−C(sp3) and a C(sp3)−O bond with moderate to excellent diastereoselectivity.
Type
research article
Web of Science ID
WOS:000353314800019
Authors
Publication date
2015
Publisher
Published in
Volume
17
Issue
8
Start page
1890
End page
1893
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
May 7, 2015
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