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Enabling Ligand Screening for Palladium‐Catalysed Enantioselective Aza‐Michael Addition Reactions
Author(s) -
Phua Pim Huat,
White Andrew J. P.,
de Vries Johannes G.,
Hii King Kuok Mimi
Publication year - 2006
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.200505404
Subject(s) - chemistry , palladium , trifluoromethanesulfonate , enantioselective synthesis , ligand (biochemistry) , catalysis , combinatorial chemistry , organic chemistry , medicinal chemistry , receptor , biochemistry
The bis(trifluoromethanesulfonate)palladium(II) dihydrate complex, Pd(OTf) 2 ⋅2 H 2 O ( 1 ), is an active palladium(II) precursor for the generation of dicationic palladium(II) catalysts. Parallel ligand screening is enabled for the first time, and twenty‐four chiral ligands were evaluated for the asymmetric aza‐Michael addition of aromatic amines to α,β‐unsaturated N ‐alkenoylimides and carbamates. Enantioselectivities of >99% can be obtained. Catalytic precursors generated from 1 using the new protocol have been identified.