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Advances in the Catalytic Asymmetric Arylation of Imines using Organoboron Reagents: An Approach to Chiral Arylamines
Author(s) -
Marques Carolina S.,
Burke Anthony J.
Publication year - 2011
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201000369
Subject(s) - imine , chemistry , catalysis , reagent , palladium , combinatorial chemistry , amine gas treating , rhodium , organic chemistry , enantioselective synthesis
The production of chiral amines by means of catalytic asymmetric synthesis is a current challenge in the field of drug discovery and is discussed in this review. The use of cheap, easily handled, and low toxic organoboron reagents, such as boronic acids and derivatives, and easily prepared imine substrates, such as diphenylphosphinoyl, N ‐Boc, N ‐tosylaryl, N ‐nosylaryl, or dimethylsulfamoyl imines, together with rhodium and palladium catalysts give the corresponding chiral amine products in excellent yields and enantioselectivities. A diverse range of chiral ligands, such as phosphines, phosphites, phosphoramidites, P,O ‐ligands, olefins, NHCs, and N,N ‐ligands can be used with this method, showing, therefore, its versatility. The application of aliphatic imine substrates and with the use of different palladium complexes show, on the other hand, the versatility of the method described.