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Achiral Ligands Dramatically Enhance Rate and Enantioselectivity in the Rh/Phosphoramidite‐Catalyzed Hydrogenation of α,β‐Disubstituted Unsaturated Acids
Author(s) -
Hoen Rob,
Boogers Jeroen A. F.,
Bernsmann Heiko,
Minnaard Adriaan J.,
Meetsma Auke,
TiemersmaWegman Theodora D.,
de Vries André H. M.,
de Vries Johannes G.,
Feringa Ben L.
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200500784
Subject(s) - phosphoramidite , chemistry , catalysis , combinatorial chemistry , organic chemistry , biochemistry , dna , oligonucleotide
Mixing it up : A catalytic system based on a mixed‐ligand approach has been developed for the rhodium‐catalyzed asymmetric hydrogenation of cinnamic acid derivatives (see scheme, cod= cycloocta‐1,5‐diene). It is the first time that a catalyst complex based on a heterocombination of a chiral and an achiral monodentate ligand gives dramatically higher enantioselectivity (up to 99 %) than any of the corresponding homocomplexes.