Issue 74, 2019

Pd-Catalyzed decarboxylative cross-coupling reactions of epoxides with α,β-unsaturated carboxylic acids

Abstract

A Pd-catalyzed decarboxylative cross-coupling of α,β-unsaturated carboxylic acids with cyclic and acyclic epoxides has been developed. Both β-monosubstituted and β-disubstituted unsaturated carboxylic acids, as well as conjugated diene unsaturated carboxylic acids are suitable reaction substrates. Substituted homoallylic alcohols were obtained in moderate to good yields. The product was obtained as a mixture of diastereomers favoring the anti diastereomer of the cyclic epoxides. This work provides a method for the modification of complex organic molecules containing α,β-unsaturated carboxylic acids.

Graphical abstract: Pd-Catalyzed decarboxylative cross-coupling reactions of epoxides with α,β-unsaturated carboxylic acids

Supplementary files

Article information

Article type
Communication
Submitted
25 Jūn. 2019
Accepted
16 Aug. 2019
First published
16 Aug. 2019

Chem. Commun., 2019,55, 11123-11126

Pd-Catalyzed decarboxylative cross-coupling reactions of epoxides with α,β-unsaturated carboxylic acids

X. Lu, J. Li, S. Wang, Y. Zhu, Y. Li, L. Yan, J. Li, J. Wang, H. Zhou and X. Ge, Chem. Commun., 2019, 55, 11123 DOI: 10.1039/C9CC04795F

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