32121-06-5Relevant academic research and scientific papers
A Novel Synthesis of Unsaturated Spiro Compounds Based on Reactions of Bifunctional Organometallic Reagents
Canonne, Persephone,Poulanger, Raynald,Angers, Paul
, p. 5861 - 5864 (1991)
Z-allylic dibromides regio- and stereoselectively prepared were reacted with the sodium enolate of ethyl acetoacetate or di(α-ethoxyvinyl)cuprate to yield, after hydrolysis, and decarboxylation in the case where the enolate of ethyl acetoacetate was the nucleophile, the corresponding ketones.After reduction and bromination, the products were converted into the appropriate organometallic compounds and reacted with selected cyclic anhydrides and β-halo-α,β-unsaturated cyclic ketones.The spiro compounds so obtained are key intermediates for the synthesis of naturally occuring spiro sesquiterpenes.
Palladium-catalyzed intramolecular decarboxylative coupling of arene carboxylic acids/esters with aryl bromides
Shen, Zengming,Ni, Zhenjie,Mo, Song,Wang, Jing,Zhu, Yamin
supporting information; experimental part, p. 4859 - 4865 (2012/06/04)
Give me a ring? An efficient approach has been developed for the intramolecular decarboxylative coupling of arene carboxylic acids/esters with aryl bromides catalyzed by palladium (see scheme). From a synthetic viewpoint, this method is highly attractive because the catalyst loading is low, the optimized reaction conditions are mild, and the substrate scope is broad. Copyright
Improved Synthesis and Deployment of (2S,3R)-2-(2Z,5Z-Octadienyl)-3-nonyloxirane, a Pheromone of the Pink Moth, Lymantria mathura
Khrimian, Ashot,Oliver, James E.,Hahn, Roger C.,Dees, Nikki H.,White, Jeff,Mastro, Victor C.
, p. 2890 - 2895 (2007/10/03)
We report two new syntheses of (2S,3R)-2-(2Z,5Z-octadienyl)-3-nonyloxirane, the main sex pheromone component of the pink moth, Lymantria mathura. The key step in the first route was the construction of (Z,Z)-1-bromo-1,4-heptadiene (6), which was coupled i
Fluorinated pentene diamine derivatives
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, (2008/06/13)
Fluorinated alkenylene diamine compounds are inhibitors of ornithine decarboxylase enzyme in vivo and have the following formula: STR1 wherein: Ra represents hydrogen or R2, where R2 is as defined below; Rb represents hydrogen or, when Ra is hydrogen, R2, where R2 is as defined below; Rc represents hydrogen or --COR3, where R3 is as defined below; R1 represents hydrogen or C1 --C6 alkyl; each R2, independently, represents C2 -C5 alkylcarbonyl, phenylcarbonyl, phenyl-(C1 -C4 alkyl) carbonyl, or an aminocarboxylic acid residue derived by removal of an hydroxy group from a carboxy moiety of an L-aminocarboxylic acid; R3 represents hydroxy, or, when Ra and Rb are both hydrogen, C1 -C8 alkoxy, --NR4 R5, where R4 and R5 are as defined below, or an aminocarboxylic acid residue derived by removal of an hydrogen atom from the amino moiety of an L-aminocarboxylic acid; R4 and R5, independently, represent hydrogen or C1 -C4 alkyl; and p represents 1 or 2.
