110327-10-1Relevant academic research and scientific papers
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.
Copper-catalyzed substitution reactions of acylal with organomanganese reagents
Deshmukh, Madhukar B.,Jadhav, Sunil D.,Kadam, Shashikant V.
, p. 989 - 994 (2008/09/18)
A mild method for the copper-catalyzed substitution of aldehyde acylals with organomanganese reagents is reported. This operationally simple C-C bond-forming protocol uses different Cu(I) catalysts. Acylal from trans-cinnamaldehyde furnishes conjugated addition product when reacted with alkyl and aryl organomanganese reagents in presence of 10 mol % of Cu(NCMe) 2 (PPh3)2[BF4] and 2 equivalent of Me3Si-C1 as an accelerator. This reagent can be efficiently used in the substitution of one acetate group of aromatic acylal to form esters in high yield.
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.
Synthesis of 3-(4'-Methoxyphenyl)-2,2,4,4-tetramethylpentane and Some Cyclic Analogues
Collins, David J.,Jacobs, Howard A.
, p. 2095 - 2110 (2007/10/02)
Reaction of 1-methoxy-2-methyl-1-trimethylsilyloxyprop-1-ene (8) with 1-acetoxy-1-(4'-methoxyphenyl)-2,2-dimethylpropane (7b) in the presence of zinc iodide gave 84percent of methyl 3-(4'-methoxyphenyl)-2,2,4,4-tetramethylpentanoate (9a), which was reduce
