Nickel-catalyzed cross-electrophile allylation of vinyl bromides and the modification of anti-tumour natural medicine β-elemene

Abstract

Herein, we present a facile and efficient allylation method via Ni-catalyzed cross-electrophile coupling of readily available allylic acetates with a variety of substituted alkenyl brimides using zinc as the terminal reductant. This Ni-catalyzed modular approach displays excellent functional group tolerance and broad substrate scope, which allows to create a series of 1,4-dienes including several structurally complex natural products and pharmaceutical motifs. Moreover, the coupling strategy has the potential to realize enantiomeric control. The practicality of this transformation is demonstrated through the potent modification of the naturally antitumor active molecule β-elemene.

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Article information

Article type
Edge Article
Submitted
09 Apr 2022
Accepted
12 May 2022
First published
12 May 2022
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2022, Accepted Manuscript

Nickel-catalyzed cross-electrophile allylation of vinyl bromides and the modification of anti-tumour natural medicine β-elemene

Y. Ye, X. Qi, B. Xu, Y. Lin, H. Xiang, L. Zou, X. Ye and T. Xie, Chem. Sci., 2022, Accepted Manuscript , DOI: 10.1039/D2SC02054H

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