Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 24, Pages 8192-8196Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201902882
Keywords
amination; C-H functionalization; enantioselective synthesis; nitrene; rhodium
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Funding
- French National Research Agency [ANR-11-IDEX-0003-02, CHARMMMAT ANR-11-LABX-0039, ANR-15-CE29-0014-01]
- Ministere de l'Enseignement Superieur et de la Recherche
- ECOS-Sud Committee [A15E04]
- Agence Nationale de la Recherche (ANR) [ANR-15-CE29-0014] Funding Source: Agence Nationale de la Recherche (ANR)
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A practical general method for asymmetric intermolecular benzylic C(sp(3))-H amination has been developed by combining the pentafluorobenzyl sulfamate PfbsNH(2) with the chiral rhodium(II) catalyst Rh-2(S-tfptad)(4). Various substrates can be used as limiting components and converted to benzylic amines with excellent yields and high levels of enantioselectivity. Additional key features for the reaction are the low catalyst loading and the ability to remove the Pfbs group under mild conditions to give NH-free benzylic amines.
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