Evaluation of the Chiral DIANANE Backbone as Ligand for Organolithium Reagents

Praz, Jezabel; Guenee, Laure; Aziz, Sarwar; Berkessel, Albrecht; Alexakis, Alexandre

doi:10.1002/adsc.201101016

Scientific article

English

Evaluation of the Chiral DIANANE Backbone as Ligand for Organolithium Reagents

ContributorsPraz, Jezabel; Guenee, Laure; Aziz, Sarwar; Berkessel, Albrecht; Alexakis, Alexandre

Published inAdvanced synthesis & catalysis, vol. 354, no. 9, p. 1780-1790

Publication date2012

Abstract

Novel endo,endo-2,5-diaminonorbonane-derived tertiary C2-symmetrical diamines were synthesized via the one-pot reductive amination of enantiomerically pure norbornane-2,5-dione. These ligands were applied to various catalytic reactions such as asymmetric deprotonation, asymmetric bromine-lithium exchange, and enantioselective addition of aryl- and allkylithium reagents to aromatic aldimines.

Keywords

Asymmetric catalysis
Bromine-lithium exchange
Deprotonation
Endo,endo-2,5-diaminonorbonane derivatives
Nucleophilic addition
Organolithium compounds

Affiliation

Citation (ISO format)

PRAZ, Jezabel et al. Evaluation of the Chiral DIANANE Backbone as Ligand for Organolithium Reagents. In: Advanced synthesis & catalysis, 2012, vol. 354, n° 9, p. 1780–1790. doi: 10.1002/adsc.201101016

Article (Published version)

Identifiers

PID : unige:21681
DOI : 10.1002/adsc.201101016

ISSN of the journal1615-4150

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Evaluation of the Chiral DIANANE Backbone as Ligand for Organolithium Reagents

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