In organic chemistry, an electrocyclic reaction is a type of pericyclic rearrangement where the net result is one pi bond being converted into one sigma...
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wanted to know whether certain electrocyclic reactions might help synthesize vitamin B12. Chemists knew that such reactions exhibited striking stereospecificity...
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that twist is not possible and the reaction is not allowed. An electrocyclic reaction is a pericyclic reaction involving the net loss of a pi bond and...
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An electrocyclic reaction can either be classified as conrotatory or disrotatory based on the rotation at each end of the molecule. In conrotatory mode...
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the ring reforms electrocyclically: This same mechanistic process is seen below, without the final electrocyclic ring-closing reaction, in the interconversion...
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precorrin-8x to hydrogenobyrinic acid non-enzymatic, photochemical electrocyclic ring opening and a (1,7) sigmatropic hydride shift in vitamin D synthesis...
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Photochemistry (redirect from Photochemical Reaction)
organic reactions are electrocyclic reactions, radical reactions, photoisomerization, and Norrish reactions. Alkenes undergo many important reactions that...
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process in cascade transformations, pericyclic reactions include cycloadditions, electrocyclic reactions and sigmatropic rearrangements. Although some...
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Cycloalkene (section Electrocyclic reactions)
result of this reaction. Reactions of conjugated double-bond systems can be synthesized into cycloalkenes through electrocyclic reactions. Addition of heat...
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the reaction mechanism involves a cationic 4π-electrocyclic ring closure which forms the cyclopentenone product (See Mechanism below). As the reaction has...
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637–647 Woodward, R.B.; Hoffmann, R. (1965). "Stereochemistry of Electrocyclic Reactions". Journal of the American Chemical Society. 87 (2): 395–397. doi:10...
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Buchner ring expansion (category Rearrangement reactions)
second step, with an electrocyclic reaction opening the cyclopropane ring to form the 7-membered ring. The Buchner ring expansion reaction was first used in...
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Ehrlich–Sachs reaction Einhorn variant Einhorn–Brunner reaction Elbs persulfate oxidation Elbs reaction Electrochemical fluorination Electrocyclic reaction Electrophilic...
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the epidermal layer of skin, 7-dehydrocholesterol undergoes an electrocyclic reaction as a result of UVB light at wavelengths between 290 and 310 nm,...
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their high thermodynamic stability. They operate by means of a 6-pi electrocyclic reaction, the thermal analog of which is impossible due to steric hindrance...
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Outline of organic chemistry (section Reactions)
ketene-imine cycloaddition Dyotropic reaction Electrocyclic reaction Group transfer reaction Sigmatropic reaction Polymerization Ring-opening metathesis...
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photolyzed by ultraviolet light in a 6-electron conrotatory ring-opening electrocyclic reaction; the product is previtamin D3. Second, previtamin D3 spontaneously...
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Doering–LaFlamme allene synthesis (category Name reactions)
ring-opening via an electrocyclic reaction (at least formally) to give the allene. Several different mechanisms for the electrocyclic rearrangement have...
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compound instead first undergoes a tautomerization followed by an electrocyclic reaction to give the same intermediate, which then similarly undergoes a...
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Piancatelli rearrangement (category Carbon-carbon bond forming reactions)
2-furyl carbinols. It was proposed by Piancatelli that the reaction is a thermal electrocyclic reaction of a conrotatory 4π electron system while studying specifics...
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Organic photochemistry (redirect from Photochemical reaction)
photochemically driven electrocyclic ring-closure of hexa-2,4-diene, which proceeds in a disrotatory fashion. Organic reactions that obey these rules are...
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1021/ja00536a069. Kikuchi O. (1981). "A classification of the photochemical electrocyclic reactions of heteroatom conjugated systems". Tetrahedron Lett. 22 (9): 859–862...
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hexaphenylbenzene. The adjacent pairs of benzene rings undergo oxidative electrocyclic reactions and aromatization by oxidation by iron(III) chloride in nitromethane...
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Torquoselectivity is a special kind of stereoselectivity observed in electrocyclic reactions in organic chemistry, defined as "the preference for inward or...
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Woodward, R. B.; Hoffmann, Roald (1965). "Stereochemistry of electrocyclic reactions". J. Am. Chem. Soc. 87: 395–397. doi:10.1021/ja01080a054. Longuet-Higgins...
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Trimethylenemethane complexes (section Reactions)
molecular orbital control of stereochemistry in organometallic electrocyclic reactions". Journal of the Chemical Society, Chemical Communications (1):...
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"A Claim on the Development of the Frontier Orbital Explanation Electrocyclic Reactions". Angewandte Chemie International Edition. 43 (48): 6586–6590....
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isomer, the E isomer can also undergo a photochemically-induced electrocyclic reaction, forming a new ring and becoming a distinctly colored product called...
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Favorskii rearrangement (category Rearrangement reactions)
first to produce a zwitterionic oxyallyl cation before a disrotatory electrocyclic ring closure takes place to afford the cyclopropanone intermediate....
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