リポ酸誘導体を用いる合成反応

概要

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Lipoic acid is a coenzyme for the oxidative decarboxylation of α-ketoacids in living systems. In this article we describe some applications of lipoic acid derivatives to organic reactions utilizing its redox function.<BR>Lipoamide and its polymer derivatives were demonstrated to work as acyl carriers to form amides by the combination of their reductive acylation and oxidative acyl transfer reactions.<BR>Dihydrolipoamide, a reduced form of lipoamide, produced an active complex with ferrous ion which was effective for the selective reduction of N-O linkages in hydroxylamines, isoxazolidines, isoxazoles, and nitrobenzenes under mild conditions.<BR>Across a polyglutamide membrane having lipoamide structure, a redox reaction proceeded presumably by a thiol-disulfide exchange reaction between polymeric lipoamide units, which worked as electron carriers.
社団法人有機合成化学協会の論文