119612-85-0Relevant articles and documents
2-(Chlorocarbonyl)-2-mesitylketene, a new building block for the synthesis of 4-hydroxy-3-mesityl tetronic acids
Lieb, Folker,Benet-Buchholz,F?cke,Fischer,Graff,Lefebvre,Stetter
, p. 4133 - 4137 (2001)
Investigation of the reaction of (chlorocarbonyl)mesitylketene with ketones led to the discovery of a new synthetic pathway which yields 4-hydroxy-3-mesityl tetronic acids. Depending on the reaction conditions and the substitution pattern of the starting ketone, the expected products, i.e. 4-hydroxy-3-mesitylpyrones, can nevertheless be obtained.
Iron-Catalyzed Ring-Opening Reactions of Cyclopropanols with Alkenes and TBHP: Synthesis of 5-Oxo Peroxides
Lou, Chenhao,Wang, Xin,Lv, Leiyang,Li, Zhiping
supporting information, p. 7608 - 7612 (2021/10/02)
The ring opening of cyclopropanols is rarely used in multicomponent reactions. Herein we report the three-component reaction of cyclopropanols with alkenes and tert-butyl hydroperoxide (TBHP) catalyzed by an iron catalyst. This protocol enables the incorporation of both the β-carbonyl fragment and a peroxy unit across the C=C double bond regioselectively, thus allowing an efficient, facile access to 5-oxo peroxides. Modification of the biologically active molecules and various downstream derivatizations of the peroxides are also demonstrated.
Metal-Free Catalytic Reductive Cleavage of Enol Ethers
Chulsky, Karina,Dobrovetsky, Roman
supporting information, p. 6804 - 6807 (2018/11/02)
In contrast to the well-known reductive cleavage of the alkyl-O bond, the cleavage of the alkenyl-O bond is much more challenging especially using metal-free approaches. Unexpectedly, alkenyl-O bonds were reductively cleaved when enol ethers were reacted with Et3SiH and a catalytic amount of B(C6F5)3. Supposedly, this reaction is the result of a B(C6F5)3-catalyzed tandem hydrosilylation reaction and a silicon-assisted β-elimination. A mechanism for this cleavage reaction is proposed based on experiments and density functional theory (DFT) calculations.