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Updated: Jul 17, 2026

Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
Published on: November 21, 2017
Development of the scope of a co-mediated O-->C rearrangement reaction
Simon J Meek1, Fabienne Pradaux, David R Carbery
1Department of Chemistry, University of Sheffield, Brook Hill, Sheffield, S3 7HF, UK.
Abstract:
[reaction: see text] In this paper we describe an Al-promoted, Co-mediated O-->C rearrangement reaction of cyclic enol ethers. This process delivers functionalized cyclohexanones with good to excellent levels of diastereocontrol, whereby the product stereochemistry is dependent on the E/Z-stereochemistry of the starting enol ether. The rearrangement process also permits access to highly substituted alpha-spirocyclic cyclohexanones as well as cyclopentanones. The latter rearrangement appears to proceed via an unusual 5-(enolendo)-exo-trig cyclization process.
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