Affiliation:
1. Albert-Ludwigs-Universität Freiburg Institute of Organic Chemistry Albertstr. 21 79104 Freiburg im Breisgau Germany
Abstract
AbstractWe describe an operationally simple and user‐friendly protocol that allows the site‐selective hydrogenation and deuteration of di‐, tri‐ and tetrasubstituted benzylic olefins by electroreduction while other groups prone to hydrogenation are present. The radical anionic intermediates react with the most inexpensive hydrogen/deuterium source H2O/D2O. Our method overcomes many limitations that arise from previously reported electroreductive hydrogenations. The applicability of this reaction is demonstrated by a broad substrate scope (>50 examples) that focuses on functional group tolerance and sites that are affected by metal‐catalyzed hydrogenation (alkenes, alkynes, protecting groups).
Subject
General Chemistry,Catalysis,Organic Chemistry
Cited by
2 articles.
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