Journal
ORGANIC LETTERS
Volume 18, Issue 10, Pages 2463-2466Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01016
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Funding
- Cluster of Excellence Unifying Concepts in Catalysis of the Deutsche Forschungsgemeinschaft [EXC 314/2]
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Cyclohexa-1,4-dienes are introduced to Bronsted acid-catalyzed transfer hydrogenation as an alternative to the widely used Hantzsch dihydropyridines. While these hydrocarbon-based dihydrogen surrogates do offer little advantage over established protocols in imine reduction as well as reductive amination, their use enables the previously unprecedented transfer hydrogenation of structurally and electronically unbiased 1,1-di- and trisubstituted alkenes. The mild procedure requires 5.0 mol % of Tf2NH, but the less acidic sulfonic acids TfOH and TsOH work equally well.
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