32673-76-0Relevant academic research and scientific papers
Oxidative Generation of α-Radicals of Carbonyl Compounds from the α-Stannyl Derivatives and Their Reactions with Electron-Rich Olefins
Kohno, Yasushi,Narasaka, Koichi
, p. 322 - 329 (2007/10/02)
The oxidation of α-tributylstannyl alkanoates with tetrabutylammonium hexanitratocerate(IV) generates α-radicals of the alkanoates by eliminating the stannylium ion.The thus-formed radicals react with various electron-rich olefinic compounds, such as silyl enol ethers, giving addition products in good yield.This method formally achieves selective cross coupling between alkanoates and ketones.
Oxovanadium-Induced Oxidative Desilylation for the Selective Synthesis of 1,4-Diketones
Fujii Takashi,Hirao, Toshikazu,Ohshiro, Yoshiki
, p. 5823 - 5826 (2007/10/02)
Silyl enol ethers underwent the VO(OR)Cl2-induced homo- or cross-coupling giving 1,4-diketones selectively via one-electron oxidative desilylation.
Stereoselectivite de la radioreduction γ d'alkylcyclohexanones
Alipour, E.,Micheau, J. C.,Paillous, N.
, p. 503 - 506 (2007/10/02)
γ Radioreduction of substituted cyclohexanones mainly leads to diastereoisomeric cyclohexanols.The stereoselectivity of radioreduction depends on ketone concentration.The assumption of two pyramidal diastereoisomeric hydroxycyclohexyl radicals explains the observed stereoselectivity.A selective solvation process of the hydroxy group of the radical has been proposed to account for the variations of stereoselectivity with ketone concentration.
Intermolecular -Cycloadditions of Nitroalkenes with Cyclic Olefins. Transformations of Cyclic Nitronates
Denmark, Scott E.,Cramer, Christopher J.,Sternberg, Jeffrey A.
, p. 1971 - 1989 (2007/10/02)
Nitrocyclohexene undergoes facile SnCl4-induced, -cycloadditions with simple cycloalkenes to produce nitronates.The nitronates can be transformed stereospecifically into a number of other functional groups (alcohol, ketone, oxime, amine) by hydrolyti
REACTIVITY OF ORGANOTIN COMPOUNDS. XXIII. REACTION OF LEAD TETRAACETATE WITH TRIETHYLSTANNYL AND TRIMETHYLSILYL ETHERS OF THE ENOLS OF CYCLIC KETONES AS A METHOD FOR THE PRODUCTION OF 2-ACETOXY KETONES
Kashin, A. N.,Tul'chinskii, M. L.,Bumagin, N. A.,Beletskaya, I. P.,Reutov, O. A.
, p. 1390 - 1395 (2007/10/02)
The reactions of 1-cyclohexenyloxytriethyltin with lead tetraacetate and (diacetoxyiodo)benzene and the reaction of the trimethylsilyl ethers of the enols of cyclopentanone, cyclohexanone, 2-methylcyclohexanone (2-methyl-1-cyclohexenyloxytrimethylsilane and 6-methyl-1-cyclohexenyloxytrimethylsilane), cholestan-3-one, dl-camphor, and 1-methone with lead tetraacetate at room temperature in methylene chloride were investigated.The reaction of 1-cyclohexenyloxytriethyltin with lead tetraacetate and (diacetoxyiodo)benzene leads to the formation of 2-acetoxycyclohexanone and 2,2'-dioxo-1,1'-bicyclohexyl. 1-Cyclohexenyloxytrimethylsilane reacts with lead tetraacetate, giving (1,2-diacetoxycyclohexyloxy)trimethylsilane and (2-acetoxy-1-cyclo-hexenyloxy)trimethylsilane.As a result of the reactions of the trimethylsilyl ethers of the ketone enols with lead tetraacetate after treatment with BF3Et2O the corresponding 2-acetoxy ketones are obtained.The reaction mechanisms are discussed.
