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Palladium‐Catalysed Enantioselective Conjugate Addition of Aromatic Amines to α,β‐Unsaturated N ‐Imides. Effect of the Chelating Moiety
Author(s) -
Phua Pim Huat,
de Vries Johannes G.,
Hii King Kuok Mimi
Publication year - 2005
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200505126
Subject(s) - chemistry , palladium , enantioselective synthesis , moiety , conjugate , substituent , amine gas treating , chelation , selectivity , yield (engineering) , medicinal chemistry , organic chemistry , catalysis , mathematics , mathematical analysis , materials science , metallurgy
Palladium‐catalysed enantioselective additions of aromatic amines to α,β‐unsaturated N ‐imides 4 – 6 are reported. The N ‐substituent of the Michael acceptor appears to have an unusual modulating effect on the amine activity. The effects of introducing different substituents are examined. Overall, the yield and selectivity of the system appear to be less sensitive to environmental effects than previous systems. The importance of the counteranion is revealed.