Rhodium-Catalyzed anti and syn Enantio- and Diastereoselective Transfer Hydrogenation of α-Amino β-Keto Ester Hydrochlorides through Dynamic Kinetic Resolution

Quentin Llopis; Charlène Férard; Gérard Guillamot; Phannarath Phansavath; Virginie Ratovelomanana-Vidal

doi:10.1055/s-0035-1562444

Synthesis, Inhaltsverzeichnis

Synthesis 2016; 48(19): 3357-3363
DOI: 10.1055/s-0035-1562444

paper

Rhodium-Catalyzed anti and syn Enantio- and Diastereoselective Transfer Hydrogenation of α-Amino β-Keto Ester Hydrochlorides through Dynamic Kinetic Resolution

Autor*innen

Quentin Llopis

^aPSL Research University, Chimie ParisTech-CNRS, Institut de Recherche de Chimie Paris, 11 rue Pierre et Marie Curie 75005 Paris, France
Charlène Férard

^aPSL Research University, Chimie ParisTech-CNRS, Institut de Recherche de Chimie Paris, 11 rue Pierre et Marie Curie 75005 Paris, France
Gérard Guillamot

^bPCAS, 23 rue Bossuet, Z.I. de la vigne aux Loups, 91160 Longjumeau, France eMail: phannarath.phansavath@chimie-paristech.fr eMail: virginie.vidal@chimie-paristech.fr
Phannarath Phansavath*

^aPSL Research University, Chimie ParisTech-CNRS, Institut de Recherche de Chimie Paris, 11 rue Pierre et Marie Curie 75005 Paris, France
Virginie Ratovelomanana-Vidal*

^aPSL Research University, Chimie ParisTech-CNRS, Institut de Recherche de Chimie Paris, 11 rue Pierre et Marie Curie 75005 Paris, France

Abstract

Alle Artikel dieser Rubrik

In memory of Professor Jean Normant with profound respect

Abstract

A mild catalytic asymmetric transfer hydrogenation of a series of α-amino β-keto ester hydrochlorides catalyzed by a rhodium(III) complex is reported. The use of the formic acid/triethylamine system as the hydrogen donor source provided the corresponding anti and syn amino alcohols with complete conversions, fair diastereoselectivities (up to 97:3 dr), and high enantioselectivities (ee up to >99%).

Key words

rhodium - asymmetric catalysis - transfer hydrogenation - amino alcohols - diastereoselectivity - enantioselectivity

Volltext

Referenzen

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Zusatzmaterial

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