Achiral Ligands Dramatically Enhance Rate and Enantioselectivity in the Rh/Phosphoramidite‐Catalyzed Hydrogenation of α,β‐Disubstituted Unsaturated Acids | Zendy

Hoen Rob | Zendy; Boogers Jeroen A. F. | Zendy; Bernsmann Heiko | Zendy; Minnaard Adriaan J. | Zendy; Meetsma Auke | Zendy; TiemersmaWegman Theodora D. | Zendy; de Vries André H. M. | Zendy; de Vries Johannes G. | Zendy; Feringa Ben L. | Zendy

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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.

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