towards an asymmetric organocatalytic α-azidation of β-ketoesters

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ID: 130084
2018
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Abstract
Detailed investigations concerning the organocatalytic (asymmetric) α-azidation of prochiral β-ketoesters were carried out. It was shown that the racemic version of such a reaction can either be carried out under oxidative conditions using TMSN3 as the azide-source with quaternary ammonium iodides as the catalysts, or by using hypervalent iodine-based electrophilic azide-transfer reagents with different organocatalysts. In addition, the latter strategy could also be carried out with modest enantioselectivities when using simple cinchona alkaloid catalysts, albeit with relatively low yields.
Reference Key
tiffner2018moleculestowards Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors ;Maximilian Tiffner;Lotte Stockhammer;Johannes Schörgenhumer;Katharina Röser;Mario Waser
Journal Journal of ethnopharmacology
Year 2018
DOI
10.3390/molecules23051142
URL
http://www.mdpi.com/1420-3049/23/5/1142
Keywords
organocatalysis azides cinchona alkaloidsorganic chemistry

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