Direct Stereoselective Installation of Alkyl Fragments at the β‐Carbon of Enals via Excited Iminium Ion Catalysis
| Autor: | Paolo Melchiorre, Nurtalya Alandini, Charlie Verrier, Cristofer Pezzetta, Mauro Moliterno, Mattia Silvi, Alberto Vega-Peñaloza, Hamish B. Hepburn, Luca Buzzetti |
|---|---|
| Rok vydání: | 2018 |
| Předmět: | |
| Zdroj: | RECERCAT (Dipòsit de la Recerca de Catalunya) Recercat. Dipósit de la Recerca de Catalunya instname ACS Catalysis |
| Popis: | The direct introduction of sp3 carbon fragments at the β position of α,β-unsaturated aldehydes is greatly complicated by competing 1,2-addition manifolds. Previous catalytic enantioselective conjugate addition methods, based on the use of organometallic reagents or ground-state iminium ion activation, could not provide general and efficient solutions. We report herein that, by turning them into strong oxidants, visible light excitation of chiral iminium ions triggers a stereocontrolled radical pathway that exclusively affords highly enantioenriched β-substituted aldehydes bearing a variety of alkyl fragments. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|