Highly Efficient Synthesis of β-Amino Acid Derivatives via Asymmetric Hydrogenation of Unprotected Enamines
- 21 July 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 126 (32) , 9918-9919
- https://doi.org/10.1021/ja047901i
Abstract
A direct asymmetric hydrogenation of unprotected enamino esters and amides is described. Catalyzed by Rh complexes with Josiphos-type chiral ligands, this method gives β-amino esters and amides in high yield and high ee (93−97% ee). No acyl protection/deprotection is required.Keywords
This publication has 16 references indexed in Scilit:
- Highly Diastereoselective Heterogeneously Catalyzed Hydrogenation of Enamines for the Synthesis of Chiral β-Amino Acid DerivativesJournal of the American Chemical Society, 2004
- A Practical Synthesis of the Platelet Fibrinogen Antagonist, ElarofibanOrganic Process Research & Development, 2003
- Enantioselective Hydrogenation of Tetrasubstituted Olefins of Cyclic β-(Acylamino)acrylatesJournal of the American Chemical Society, 2003
- Chiral β-Amino Acid Derivatives via Asymmetric HydrogenationOrganic Process Research & Development, 2003
- Preparation and Asymmetric Hydrogenation of β‐Aryl‐Substituted β‐AcylaminoacrylatesAngewandte Chemie International Edition in English, 2003
- Highly Effective Chiral Ortho-Substituted BINAPO Ligands (o-BINAPO): Applications in Ru-Catalyzed Asymmetric Hydrogenations of β-Aryl-Substituted β-(Acylamino)acrylates and β-Keto EstersJournal of the American Chemical Society, 2002
- Foldamers: A ManifestoAccounts of Chemical Research, 1998
- Asymmetric Hydrogenation of Enamines with a Chiral Titanocene CatalystJournal of the American Chemical Society, 1994
- Asymmetric hydrogenationAccounts of Chemical Research, 1983
- Mechanism and Stereoselectivity of Asymmetric HydrogenationScience, 1982