Highly Efficient Synthesis of β-Amino Acid Derivatives via Asymmetric Hydrogenation of Unprotected Enamines

Highly Efficient Synthesis of β-Amino Acid Derivatives via Asymmetric Hydrogenation of Unprotected Enamines

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.

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of the American Chemical Society 2004-08, Vol.126 (32), p.9918-9919
Hauptverfasser: Hsiao, Yi, Rivera, Nelo R, Rosner, Thorsten, Krska, Shane W, Njolito, Eugenia, Wang, Fang, Sun, Yongkui, Armstrong, Joseph D, Grabowski, Edward J. J, Tillyer, Richard D, Spindler, Felix, Malan, Christophe
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemistry
Amides - chemical synthesis
Amines - chemistry
Amino Acids - chemistry
Catalysis
Chemistry
Esters - chemical synthesis
Exact sciences and technology
Hydrogenation
Organic chemistry
Stereoisomerism
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung: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.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja047901i