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Enantioselective Hydrogenation of the Tetrasubstituted C=C Bond of Enamides Catalyzed by a Ruthenium Catalyst Generated in situ
Author(s) -
Dupau Philippe,
Bruneau Christian,
Dixneuf Pierre H.
Publication year - 2001
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 - 10.1002/1615-4169(20010430)343:4<331::aid-adsc331>3.0.co;2-a
Subject(s) - chemistry , enantioselective synthesis , ruthenium , catalysis , double bond , ligand (biochemistry) , in situ , noyori asymmetric hydrogenation , organic chemistry , combinatorial chemistry , medicinal chemistry , receptor , biochemistry
The enantioselective hydrogenation of enamides bearing an endocyclic tetrasubstituted carbon‐carbon double bond has been performed in the presence of ruthenium catalyst precursors prepared from Ru(cod)(methallyl) 2 , Duphos, or BPE as optically active ligand and HBF 4 . This promising catalytic system makes possible the selective cis ‐hydrogenation with satisfactory enantioselectivities (up to 72% ee) for this type of tetrasubstituted double bonds.