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Catalytic Enantioselective Intermolecular Benzylic C(sp 3 )−H Amination
Author(s) -
Nasrallah Ali,
Boquet Vincent,
Hecker Alexandra,
Retailleau Pascal,
Darses Benjamin,
Dauban Philippe
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201902882
Subject(s) - enantioselective synthesis , amination , rhodium , chemistry , intermolecular force , catalysis , limiting , combinatorial chemistry , organic chemistry , medicinal chemistry , stereochemistry , molecule , mechanical engineering , engineering
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.