Diels-Alder reaction


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Diels-Alder reaction

[¦dēlz ¦äl·dər rē‚ak·shən]
(organic chemistry)
The 1,4 addition of a conjugated diolefin to a compound, known as a dienophile, containing a double or triple bond; the dienophile may be activated by conjugation with a second double bond or with an electron acceptor.
McGraw-Hill Dictionary of Scientific & Technical Terms, 6E, Copyright © 2003 by The McGraw-Hill Companies, Inc.
References in periodicals archive ?
Loh, "First application of attractive intramolecular interactions to the design of chiral catalysts for highly enantioselective Diels-Alder reactions," Journal of the American Chemical Society, vol.
Nishiyama, "Iridium(I)-catalyzed hydrogen peroxide oxidation of hydroxamic acids and hetero Diels-Alder reaction of the acyl nitroso intermediates with cyclopentadiene," Tetrahedron Letters, vol.
experimental, techniques such as chemical, probing and X-ray analysis had not been able to reveal, the dynamics of the fast-paced Diels-Alder reaction, Smith said.
6), which was synthesized by Seebach's group and used successfully as a chiral ligand in Diels-Alder reaction [12], carbonyl-ene reaction [13], 1,3-dipolar cycloaddition [14], and nucleophilic addition to carbonyl group [15].
This was properly a diene synthesis but came to be called the Diels-Alder reaction. The reaction was useful in synthesizing many compounds of biological interest, and as a result, the two chemists were awarded the Nobel Prize for chemistry in 1950.
When Corey first reported a laboratory synthesis of prostaglandins 21 years ago, chemists had no way of controlling the orientation at which these two reactants would approach each other during this step, known as a Diels-Alder reaction. The result was a brew of nearly identical products called isomers, from which chemists had to painstakingly isolate the desired prostaglandin precursor.
Singh, Diels-Alder reaction strategy to synthesize 1,2,3,6-tetrahydro-1,2,4,5-tetrazines and exploration of their anti-inflammatory potential, Arkivoc, 12, 218 (2008).
But Povarov's inverse-electron-demand hetero Diels-Alder reaction [2], has received considerable interest among synthetic chemists for providing an easy access to substituted tetrahydroquinolines by employing aromatic aldehydes, aromatic amines, and nucleophilic olefins in the presence of suitable catalysts.
According to a reported method [10], the triptycene-hydroquinone 2 was obtained in a good yield starting from the Diels-Alder reaction of p-benzoquinone and anthracene and subsequent rearrangement reaction using acetic acid/HBr as catalyst.