Rhodium-Catalyzed anti and syn Enantio- and Diastereoselective Transfer Hydrogenation of α-Amino β-Keto Ester Hydrochlorides through Dynamic Kinetic Resolution-Reference-Cited by-同舟云学术

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

Published:2016-07-21 Issue:19 Volume:48 Page:3357-3363
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Llopis Quentin¹,Férard Charlène¹,Guillamot Gérard²,Phansavath Phannarath¹,Ratovelomanana-Vidal Virginie¹

Affiliation:

1. PSL Research University, Chimie ParisTech-CNRS, Institut de Recherche de Chimie Paris

2. PCAS, 23 rue Bossuet, Z.I. de la vigne aux Loups, 91160 Longjumeau

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%).

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0035-1562444.pdf

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