Eigoro Murayama

The reaction of trialkylstannylmethyllithium with α, β-epoxy ketones and α-chloro ketones

Abstract The reactions of trialkylstannylmethyllithium with α,β-epoxy ketones afforded mainly cyclopropanols, while α-chloro ketones afforded allyl alcohols and/or cyclopropanols, in varying amounts depending upon the molar ratio of the reagent to the substrate.

A highly regio- and stereoselective synthesis of internal olefins via an elimination of trimethylstannyl group

Abstract Internal reaction of secondary alkyltin(IV) compounds having thionium ion gave internal trans olefins with high yield and regio- and stereoselectivity via 1,5- or 1,6-transfer of a hydride β to the trialkylstannyl group.

The reaction of trialkylstannylmethyllithium with α,β-epoxy ketones. A preparative method of β, γ-unsaturated ketones by homologation of α, gb-unsaturated ketones

Abstract α, β-epoxy ketones 2 , upon treatment with two equivalents of trialkylstannylmethyllithium 1 , afforded cyclopropanols 3 as a single product in acyclic system, and a mixture of cyclopropanols 3 and methylene 1,2-diols 4 in cyclic system. Under acidic conditions, the cyclopropanols gave β, γ-unsaturated ketones 5 in good yields.

The reaction of β-stannyl carbonyl compounds with Lewis acids

Abstract β-Stannyl carbonyl compounds, when treated with Lewis acids, afforded cyclopropane derivatives or ketones, and the reaction was applied to the synthesis of β,γ-enones from α, β-enones.

Lewis Acid-Induced Reaction of γ,δ-Epoxy Tin Compounds

Abstract γ,δ-Epoxy tin compounds underwent divergent reactions depending upon the substitution pattern of the substrates as well as upon Lewis acids used as the indueer.

The reaction of α-stannylmethyllithium with esters

Abstract Ketonic compounds were prepared from esters using α-stannylmethyllithium as the reagent.

Metal-catalysed organic photoreactions. Evidence for the long-range electron-transfer mechanism in the uranyl- or iron(III)-catalysed photoreactions of olefins

A scheme involving interligand electron transfer from the electron-donating ligand (OH– or Cl–) to molecular oxygenn through the metal ion and olefin molecule is proposed for the metal-catalysed photo-oxidation of olefins. The scheme is verified for the uranyl-catalysed photochemical formation of bromohydrins from olefins and various polyhalogenated compounds by correlation of the reactivities and product ratios with the half-wave reduction potentials of the polyhalogenated compounds.