Cu(I)-Catalyzed Diamination of Conjugated Olefins with Tunable Anionic Counterions. A Possible Approach to Asymmetric Diamination
Authors:
- 14 October 2009
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 74 (21) , 8392-8395
Abstract
Various achiral and chiral Cu(I) salts have been prepared from mesitylcopper(I) and investigated for the diamination of conjugated olefins with 1,3-di-tert-butyldiaziridinone as nitrogen source. It has been found that copper(I) phosphate has high catalytic activity for the diamination, and encouraging ee’s have also been achieved with chiral phosphates as anionic counterions.Keywords
This publication has 60 references indexed in Scilit:
- Cu(I)-Catalyzed Asymmetric Diamination of Conjugated DienesOrganic Letters, 2008
- Catalytic Asymmetric Allylic and Homoallylic Diamination of Terminal Olefins via Formal C−H ActivationJournal of the American Chemical Society, 2008
- Copper(I)−α-Ketocarboxylate Complexes: Characterization and O2 Reactions That Yield Copper−Oxygen Intermediates Capable of Hydroxylating ArenesJournal of the American Chemical Society, 2007
- A Pd(0)-Catalyzed Diamination of Terminal Olefins at Allylic and Homoallylic Carbons via Formal C−H Activation under Solvent-Free ConditionsJournal of the American Chemical Society, 2007
- Copper(II) Carboxylate Promoted Intramolecular Diamination of Terminal Alkenes: Improved Reaction Conditions and Expanded Substrate ScopeOrganic Letters, 2007
- Highly Enantioselective Transfer Hydrogenation of α,β-Unsaturated KetonesJournal of the American Chemical Society, 2006
- A Novel Class of Tunable Zinc Reagents (RXZnCH2Y) for Efficient Cyclopropanation of OlefinsThe Journal of Organic Chemistry, 2003
- Asymmetric Simmons−Smith Cyclopropanation of Unfunctionalized OlefinsJournal of the American Chemical Society, 2003
- Recent developments in chiral anion mediated asymmetric chemistryChemical Society Reviews, 2003
- Copper-Mediated Oxygenation of Nitronate to Nitrite and Acetone in a Copper(I) Nitronate ComplexInorganic Chemistry, 1998