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Switchable Stereocontrolled Divergent Synthesis Induced by aza‐Michael Addition of Deactivated Primary Amines under Acid Catalysis
Author(s) -
Amara Z.,
Drège E.,
Troufflard C.,
Retailleau P.,
HuuDau M.E. Tran,
Joseph D.
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201404589
Subject(s) - michael reaction , conjugate , intramolecular force , chemistry , catalysis , divergent synthesis , addition reaction , tandem , selectivity , combinatorial chemistry , organic chemistry , materials science , mathematical analysis , mathematics , composite material
Switchable tandem intramolecular aza‐Michael/Michael and double aza‐Michael reactions allow the oriented synthesis of highly functionalised cyclic skeletons. Conjugate addition of deactivated anilines triggers chemo‐ and stereo‐divergent ring‐closure reaction pathways with a striking selectivity depending on reaction conditions.