Highly enantioselective Michael additions of indole to benzylidene malonate using simple bis(oxazoline) ligands: Importance of metal/ligand ratio

Rasappan, Ramesh and Hager, Markus and Gissibl, Anja and Reiser, Oliver (2006) Highly enantioselective Michael additions of indole to benzylidene malonate using simple bis(oxazoline) ligands: Importance of metal/ligand ratio. ORGANIC LETTERS, 8 (26). pp. 6099-6102. ISSN 1523-7060,

Full text not available from this repository. (Request a copy)

Abstract

Simple bis(oxazoline) ligands, especially azabis(oxazolines), can catalyze the copper-catalyzed addition of indoles to benzylidene malonates in up to > 99% ee, provided that excess of chiral ligand is avoided. The paradigm followed in many asymmetric catalyses that an excess of chiral ligand with respect to the metal should improve enantioselectivity because a background reaction by free metal is suppressed, is not applicable here, which might call for revisiting some of the many copper(II)-bis(oxazoline)-catalyzed processes known.

Item Type: Article
Uncontrolled Keywords: FRIEDEL-CRAFTS ALKYLATIONS; ASYMMETRIC CATALYSIS; KINETIC RESOLUTION; COMPLEXES;
Subjects: 600 Technology > 610 Medical sciences Medicine
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 15 Jan 2021 12:19
Last Modified: 15 Jan 2021 12:19
URI: https://pred.uni-regensburg.de/id/eprint/33646

Actions (login required)

View Item View Item