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Three‐Component Asymmetric Mannich Reaction Catalyzed by a Lewis Acid with Rhodium‐Centered Chirality
Author(s) -
Feng Lihe,
Dai Xuemei,
Meggers Eric,
Gong Lei
Publication year - 2017
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201700189
Subject(s) - rhodium , mannich reaction , chirality (physics) , catalysis , aldehyde , lewis acids and bases , amine gas treating , chemistry , component (thermodynamics) , organic chemistry , polymer chemistry , combinatorial chemistry , physics , chiral symmetry breaking , quantum mechanics , nambu–jona lasinio model , thermodynamics , quark
A highly efficient direct asymmetric three‐component Mannich reaction of an N ‐acylpyrazole, an aldehyde and a primary or secondary amine, was enabled by a rhodium‐based Lewis‐acid catalyst with metal‐centered chirality. Excellent enantioselectivities were achieved for a variety of substrates at a typical catalyst loading of merely 0.5 mol % (23 examples, up to 98 % ee ).