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翻訳と辞書　辞書検索 [ 開発暫定版 ] スポンサード リンク Manganese-mediated coupling reactions ： ウィキペディア英語版 Manganese-mediated coupling reactions Manganese-mediated coupling reactions are radical coupling reactions between enolizable carbonyl compounds and unsaturated compounds initiated by a manganese(III) salt, typically manganese(III) acetate. Copper(II) acetate is sometimes used as a co-oxidant to assist in the oxidation of intermediate radicals to carbocations.〔Melikyan, G. G. ''Org. React.'' 1997, ''49'', 427. 〕 ==Introduction== Manganese(III) acetate is a one-electron oxidizing agent that is particularly effective for the oxidation of enolizable carbonyl compounds to α-oxoalkyl or α,α'-dioxoalkyl radicals.〔Snider, B. B. ''Chemtracts-Org. Chem.'' 1991, ''4'', 403. 〕 Radicals generated in this manner may then undergo inter- or intramolecular addition to carbon-carbon multiple bonds. Pathways available to the adduct radical include further oxidation to a carbocation (and subsequent β-elimination or trapping with a nucleophile) and hydrogen abstraction to generate a saturated carbonyl compound containing a new carbon-carbon bond. Copper(II) acetate is sometimes needed to facilitate the oxidation of adduct radicals to carbocations.〔Vinogradov, M. G.; Il'ina, G.; Nikishin, G. I. ''J. Org. Chem. USSR'' 1974, ''10'', 1167. 〕 Yields of these reactions are generally moderate, particularly in the intermolecular case, but tandem intramolecular radical cyclizations initiated by Mn(III) oxidation may generate complex carbocyclic frameworks. Because of the limited functional group compatibility of Mn(OAc)3, radical couplings employing this reagent have mainly been applied to the synthesis of hydrocarbon natural products, such as pheromones.〔Melikyan, G. G.; Mkrtchyan, V. M.; Atanesyan, K. A.; Asaryan, G. Kh.; Badanyan, Sh. ''O. Chem. Nat. Compd.'' 1990, 78.〕 ''(1)''File:MnCoupleGen.png 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Manganese-mediated coupling reactions」の詳細全文を読む スポンサード リンク 翻訳と辞書 : 翻訳のためのインターネットリソース Copyright(C) kotoba.ne.jp 1997-2016. All Rights Reserved.