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Reactions occur at room temperature within seconds with excellent regioselective control. Furthering understanding of how these C\u2010C bond forming processes take place in these reaction media, we have explored the surface concentration of the organic substrate (chalcone) in DES using interfacial tension and neutron reflectivity measurements, finding that chalcone is concentrated at the DES\u2010hydrocarbon interface compared to the bulk concentration, although the interfacial chalcone concentration is still relatively low in this system. The influence of aggregation of the organometallic reagent in the organic solvent employed has also been evaluated, revealing the importance of achieving a balance between activation (via de\u2010aggregation) and stability (to avoid its decomposition in the DES). This DES approach has been successfully extended to double additions to \u03b1,\u03b2\u2010unsaturated esters and for one pot sequential 1,4 and 1,2 additions to ketones, providing a new entry point to a range of tertiary\u2010alcohols, minimising the use of organic solvents and avoiding intermediate time\u2010consuming purification steps.<\/jats:p>","DOI":"10.1002\/cssc.202402083","type":"journal-article","created":{"date-parts":[[2024,11,18]],"date-time":"2024-11-18T09:24:06Z","timestamp":1731921846000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":9,"title":["Harnessing Deep Eutectic Solvents for Regioselective Polar Additions to <i>\u03b1, \u03b2<\/i> Unsaturated Ketones and Aldehydes"],"prefix":"10.1002","volume":"18","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-8014-6258","authenticated-orcid":false,"given":"Andrew W. 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