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Synthesis 2018; 50(03): 539-547
DOI: 10.1055/s-0036-1591500
DOI: 10.1055/s-0036-1591500
paper
A General Protocol for Radical Anion [3+2] Cycloaddition Enabled by Tandem Lewis Acid Photoredox Catalysis
This work was conducted using funding from the NIH (GM095666). The mass spectroscopy facilities at UW-Madison are funded in part by the NIH (S10OD020022), as are the NMR facilities (S10 OD012245).Further Information
Publication History
Received: 04 September 2017
Accepted after revision: 28 September 2017
Publication Date:
19 October 2017 (online)
Abstract
A method for intermolecular [3+2] cycloaddition between aryl cyclopropyl ketones and alkenes involving the combination of Lewis acid and photoredox catalysis is reported. In contrast to other more common methods for [3+2] cycloaddition, these conditions operate using a broad range of both electron-rich and electron-deficient reaction partners. The critical factors predicting the success of these reactions is the redox potential of the cyclopropyl ketone and the ability of the alkene to stabilize a key radical intermediate.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591500.
- Supporting Information
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