Rh-catalyzed ring-opening coupling of cyclic vinyl ethers with organometallic reagents

Long Yin; Wanjiang Zhu; Yang Xu; Junhao Xing; Xiaowei Dou

doi:10.1039/d3ob00579h

Rh-catalyzed ring-opening coupling of cyclic vinyl ethers with organometallic reagents

Org Biomol Chem. 2023 May 31;21(21):4429-4433. doi: 10.1039/d3ob00579h.

Authors

Long Yin^{1

2}, Wanjiang Zhu², Yang Xu², Junhao Xing², Xiaowei Dou²

Affiliations

¹ Jiangsu Key Laboratory of New Drug Research and Clinical Pharmacy, Xuzhou Medical University, Xuzhou 221004, China.
² Department of Chemistry, School of Science, China Pharmaceutical University, Nanjing 211198, China. xjh2017@cpu.edu.cn.

PMID: 37191166
DOI: 10.1039/d3ob00579h

Abstract

The rhodium-catalyzed ring-opening coupling of cyclic vinyl ethers, including 2,3-dihydrofuran and benzofuran, with organometallic reagents to give homoallylic alcohols and stilbenoids was reported. The suitable organometallic reagent for 2,3-dihydrofuran and benzofuran was found to be substrate-dependent, and a plausible mechanism involving different active organorhodium intermediates was proposed for these coupling reactions.