77415-40-8Relevant articles and documents
Electron-Transfer Processes. New Synthesis of γ-Lactones by Peroxydisulfate Oxidation of Aliphatic Carboxylic Acids in the Presence of Olefins
Giordano, Claudio,Belli, Aldo,Casagrande, Francesco,Guglielmetti, Gianfranco,Citterio, Atillio
, p. 3149 - 3151 (1981)
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Alkene Oxyalkylation Enabled by Merging Rhenium Catalysis with Hypervalent Iodine(III) Reagents via Decarboxylation
Wang, Yin,Zhang, Lei,Yang, Yunhui,Zhang, Ping,Du, Zhenting,Wang, Congyang
supporting information, p. 18048 - 18051 (2014/01/06)
Rhenium-catalyzed oxyalkylation of alkenes is described, where hypervalent iodine(III) reagents derived from widely occurring aliphatic carboxylic acids were used as, for the first time, not only an oxygenation source but also an alkylation source via decarboxylation. The reaction also features a wide substrate scope, totally regiospecific difunctionalization, mild reaction conditions, and ready availability of both substrates. Mechanistic studies revealed a decarboxylation/radical-addition/cation-trapping cascade operating in the reaction.
The chemistry of acylals. Part I. The reactivity of acylals towards Grignard and organolithium reagents
Sydnes, Leiv K.,Sandberg, Marcel
, p. 12679 - 12690 (2007/10/03)
Aldehyde acylals have been prepared and reacted with Grignard and alkyllithium reagents. Acylals from formaldehyde furnished complex reaction mixtures when reacted with both reagents. Acylals of other aldehydes gave reaction mixtures that consisted mainly of an ester, generated by replacing one of the carboxy groups with the organic part of the organometallic reagent, and regenerated aldehyde. The esters were formed in the highest yields. Yields above 90% were experienced when the acylals were reacted with Grignard reagents under Barbier conditions.