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Die Wharton-Olfeinsynthese ist eine Namensreaktion aus dem Bereich der organischen Chemie und wurde 1961 von beobachtet. Dabei findet eine Reduktion von α,β-Epoxyketonen zu Allylalkoholen statt. (de) La reacción de Wharton es una reacción química de α,β-epoxi-cetonas con hidrazina para producir alcoholes alílicos. La reacción es denominada así en honor a . Dupuy ha desarrollado un procedimiento mejorado. (es) The Wharton olefin synthesis or the Wharton reaction is a chemical reaction that involves the reduction of α,β-epoxy ketones using hydrazine to give allylic alcohols. This reaction, introduced in 1961 by P. S. Wharton, is an extension of the Wolff–Kishner reduction. The general features of this synthesis are: 1) the epoxidation of α,β-unsaturated ketones is achieved usually in basic conditions using hydrogen peroxide solution in high yield; 2) the epoxy ketone is treated with 2–3 equivalents of a hydrazine hydrate in presence of substoichiometric amounts of acetic acid. This reaction occurs rapidly at room temperature with the evolution of nitrogen and the formation of an allylic alcohol. It can be used to synthesize carenol compounds. Wharton's initial procedure has been improved. (en) Реакція Уортона (англ. Wharton reaction) — відновлення α,β-епокси кетонів гідразином до алілових спиртів. Wharton's procedure has been improved. Механізм реакції: (uk) 沃頓反應(Wharton反应)是 α,β-环氧酮类在肼作用下转变为烯丙醇的反应。[1][2][3] 反应以(Peter Stanley Wharton)的名字命名。 这个反应是立体专一的,原料环氧化物的构型在产物醇中得到保持。 这个方法广泛用于化学中。 Dupuy改进法:[4] (zh) |
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Die Wharton-Olfeinsynthese ist eine Namensreaktion aus dem Bereich der organischen Chemie und wurde 1961 von beobachtet. Dabei findet eine Reduktion von α,β-Epoxyketonen zu Allylalkoholen statt. (de) La reacción de Wharton es una reacción química de α,β-epoxi-cetonas con hidrazina para producir alcoholes alílicos. La reacción es denominada así en honor a . Dupuy ha desarrollado un procedimiento mejorado. (es) The Wharton olefin synthesis or the Wharton reaction is a chemical reaction that involves the reduction of α,β-epoxy ketones using hydrazine to give allylic alcohols. This reaction, introduced in 1961 by P. S. Wharton, is an extension of the Wolff–Kishner reduction. The general features of this synthesis are: 1) the epoxidation of α,β-unsaturated ketones is achieved usually in basic conditions using hydrogen peroxide solution in high yield; 2) the epoxy ketone is treated with 2–3 equivalents of a hydrazine hydrate in presence of substoichiometric amounts of acetic acid. This reaction occurs rapidly at room temperature with the evolution of nitrogen and the formation of an allylic alcohol. It can be used to synthesize carenol compounds. Wharton's initial procedure has been improved. (en) Реакція Уортона (англ. Wharton reaction) — відновлення α,β-епокси кетонів гідразином до алілових спиртів. Wharton's procedure has been improved. Механізм реакції: (uk) 沃頓反應(Wharton反应)是 α,β-环氧酮类在肼作用下转变为烯丙醇的反应。[1][2][3] 反应以(Peter Stanley Wharton)的名字命名。 这个反应是立体专一的,原料环氧化物的构型在产物醇中得到保持。 这个方法广泛用于化学中。 Dupuy改进法:[4] (zh) |
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