Chemically Induced Anion Radical Cycloadditions: Intramolecular Cyclobutanation of Bis(enones) via Homogeneous Electron Transfer
Journal of the American Chemical Society2004Vol. 126(6), pp. 1634–1635
Citations Over TimeTop 16% of 2004 papers
Abstract
The first examples of anion radical cycloaddition induced by homogeneous electron transfer from chemical agents are described. Specifically, upon exposure to chrysene anion radical, bis(enone) substrates are found to engage in stereoselective intramolecular [2 + 2] cycloaddition. These studies, along with the corresponding electrochemically initiated reactions, provide insight into this fundamentally new pattern of reactivity and support the feasibility of expanding this novel reaction type.
Related Papers
- → An Exploratory Study of Type II [3 + 4] Cycloadditions between Vinylcarbenoids and Dienes(2000)51 cited
- → Intramolecular cycloaddition reactions of exocyclic nitrones(1985)41 cited
- → Lewis Acid-Promoted [2 + 1] Cycloaddition Reactions of a 1-Seleno-2-silylethene to 2-Phosphonoacrylates: Stereoselective Synthesis of a Novel Functionalized α-Aminocyclopropanephosphonic Acid(1998)43 cited
- → Stereoselectivity in the cyclisation of photoinduced electron transfer (PET) generated cyclic (α -amino radicals: First general stereoselective entry to 1-azabicyclo (m:n:o) alkane systems(1992)34 cited
- → Heterocycles by cycloaddition. Part 8. Preparation of [1]benzopyrano[4,3-b]pyrroles by intramolecular cycloaddition–extrusion of mesoionic oxazolium-5-olates(1989)12 cited