Preparation and diastereoselective ortho-metalation of chiral ferrocenyl imidazolines: remarkable influence of LDA as metalation additive.
[reaction: see text] The preparation of optically pure ferrocenyl imidazolines starting from ferrocenecarboxylic acid and the application to diastereoselective ortho-metalations is described highlighting the remarkable influence of lithium dialkylamides, especially LDA, as metalation additives (in combination with tert-butyllithium) on the diastereoselectivity.
Peters
René
R
Laboratorium für Organische Chemie, ETH Zürich, Hönggerberg HCI E111, Wolfgang-Pauli-Str. 10, CH-8093 Zürich, Switzerland. peters@org.chem.ethz.ch
Fischer
Daniel F
DF
D000577:Amides / Q000737:chemistry*; D018360:Crystallography, X-Ray; D048288:Imidazolines / Q000138:chemical synthesis / Q000737:chemistry*; D007501:Iron / Q000737:chemistry*; D008024:Ligands; D018020:Lithium Compounds / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D000577:Amides; D048288:Imidazolines; D008024:Ligands; D018020:Lithium Compounds; D007501:Iron