Issue 17, 2024

Ru–Mg promoted reductive cross-coupling of allyl bromides and alkenes to synthesize 1,7-octadienes with an all-carbon quaternary center

Abstract

A Ru-promoted reductive cross-coupling of allyl bromides and electron-deficient alkenes to provide terminal 1,7-octadienes with magnesium as a reductant is reported herein. This approach enables the facile construction of a series of complex terminal 1,7-octadienes with an all-carbon quaternary center under mild reaction conditions, and the synthetic utility of the current method has been demonstrated by a gram scale synthesis. Preliminary mechanism investigations suggested that a radical pathway might not be involved in this transformation.

Graphical abstract: Ru–Mg promoted reductive cross-coupling of allyl bromides and alkenes to synthesize 1,7-octadienes with an all-carbon quaternary center

Supplementary files

Article information

Article type
Communication
Submitted
22 Jan 2024
Accepted
28 Mar 2024
First published
29 Mar 2024

Org. Biomol. Chem., 2024,22, 3376-3380

Ru–Mg promoted reductive cross-coupling of allyl bromides and alkenes to synthesize 1,7-octadienes with an all-carbon quaternary center

S. Zhang, X. Zhao and G. Qin, Org. Biomol. Chem., 2024, 22, 3376 DOI: 10.1039/D4OB00116H

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