Ni(II)−Bis[(R,R)-N,N‘-dibenzylcyclohexane-1,2-diamine]Br2 Catalyzed Enantioselective Michael Additions of 1,3-Dicarbonyl Compounds to Conjugated Nitroalkenes
Authors:
- 23 June 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 127 (28) , 9958-9959
Abstract
A highly enantioselective Michael addition of 1,3-dicarbonyl compounds to nitroalkenes has been developed that employs a newly developed Ni(II)−(bis)diamine based catalyst. The reaction scope includes substituted and unsubstituted malonates, β-ketoesters, and nitroalkenes bearing aromatic and aliphatic residues. Ease of synthesis of this complex is noteworthy.Keywords
This publication has 7 references indexed in Scilit:
- Metal‐Free, Organocatalytic Asymmetric Transfer Hydrogenation of α,β‐Unsaturated AldehydesAngewandte Chemie International Edition, 2004
- Enantio- and Diastereoselective Michael Reaction of 1,3-Dicarbonyl Compounds to Nitroolefins Catalyzed by a Bifunctional ThioureaJournal of the American Chemical Society, 2004
- Bifunctional thiourea-catalyzed enantioselective double Michael reaction of γ,δ-unsaturated β-ketoester to nitroalkene: asymmetric synthesis of (−)-epibatidineTetrahedron Letters, 2004
- Catalytic Enantioselective Michael Addition of 1,3-Dicarbonyl Compounds to Nitroalkenes Catalyzed by Well-Defined Chiral Ru Amido ComplexesJournal of the American Chemical Society, 2004
- Enantioselective Michael Reaction of Malonates to Nitroolefins Catalyzed by Bifunctional OrganocatalystsJournal of the American Chemical Society, 2003
- Development of a Catalytic Enantioselective Conjugate Addition of 1,3-Dicarbonyl Compounds to Nitroalkenes for the Synthesis of Endothelin-A Antagonist ABT-546. Scope, Mechanism, and Further Application to the Synthesis of the Antidepressant RolipramJournal of the American Chemical Society, 2002
- The Nitro Group in Organic Synthesis2001