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- Barton_reaction abstract "The Barton reaction, also known as the Barton Nitrite Ester Reaction, is a photochemical reaction that involves the photolysis of an alkyl nitrite to form a δ-nitroso alcohol.Discovered in 1960, the reaction is named for its discoverer, Nobel Laureate Sir Derek Barton. Barton’s Nobel Prize in Chemistry in 1969 was awarded for his work on understanding conformations of organic molecules, work which was key to realizing the utility of the Barton Reaction.The Barton Reaction involves a homolytic RO–NO cleavage, followed by δ-hydrogen abstraction, free radical recombination, and tautomerization to form an oxime. Selectivity for the δ-hydrogen is a result of the conformation of the 6-membered radical intermediate. Often, the site of hydrogen atom abstraction can be easily predicted. This allows the regio- and stereo-selective introduction of functionality into complicated molecules with high yield. Due to its then unique ability to derivitize otherwise inert substrates Barton used this reaction extensively in the 1960s to create a number of unnatural steroid analogues.While the Barton reaction has not enjoyed the popularity or widespread use of many other organic reactions, together with the mechanistically similar Hofmann–Löffler reaction it represents one of the first examples of C-H activation chemistry, a field which is now the topic of much frontline research in industrial and academic chemistry circles.".
- Barton_reaction thumbnail Barton_reaction_mechanism.svg?width=300.
- Barton_reaction wikiPageID "10220553".
- Barton_reaction wikiPageLength "17438".
- Barton_reaction wikiPageOutDegree "35".
- Barton_reaction wikiPageRevisionID "706187092".
- Barton_reaction wikiPageWikiLink Alcohol.
- Barton_reaction wikiPageWikiLink Aldosterone.
- Barton_reaction wikiPageWikiLink Barbara_Czakó.
- Barton_reaction wikiPageWikiLink Beckmann_Rearrangement.
- Barton_reaction wikiPageWikiLink Carbon–hydrogen_bond_activation.
- Barton_reaction wikiPageWikiLink Category:Free_radical_reactions.
- Barton_reaction wikiPageWikiLink Category:Name_reactions.
- Barton_reaction wikiPageWikiLink Derek_Barton.
- Barton_reaction wikiPageWikiLink Diazonium_compound.
- Barton_reaction wikiPageWikiLink Elias_James_Corey.
- Barton_reaction wikiPageWikiLink Hemiacetal.
- Barton_reaction wikiPageWikiLink Hofmann–Löffler_reaction.
- Barton_reaction wikiPageWikiLink Homolysis_(chemistry).
- Barton_reaction wikiPageWikiLink Hydrogen_atom_abstraction.
- Barton_reaction wikiPageWikiLink Journal_of_the_American_Chemical_Society.
- Barton_reaction wikiPageWikiLink Kinetic_isotope_effect.
- Barton_reaction wikiPageWikiLink Lactam.
- Barton_reaction wikiPageWikiLink Lead(IV)_acetate.
- Barton_reaction wikiPageWikiLink László_Kürti.
- Barton_reaction wikiPageWikiLink Nitrite.
- Barton_reaction wikiPageWikiLink Nitroso.
- Barton_reaction wikiPageWikiLink Nitrosyl_chloride.
- Barton_reaction wikiPageWikiLink Nitrosylsulfuric_acid.
- Barton_reaction wikiPageWikiLink Nobel_Prize_in_Chemistry.
- Barton_reaction wikiPageWikiLink Oxime.
- Barton_reaction wikiPageWikiLink Oxygen.
- Barton_reaction wikiPageWikiLink Photodissociation.
- Barton_reaction wikiPageWikiLink Radical_(chemistry).
- Barton_reaction wikiPageWikiLink Tautomer.
- Barton_reaction wikiPageWikiLink Tetrahydropyran.
- Barton_reaction wikiPageWikiLink File:Aldosterone_Acetate_Barton_Reaction.png.
- Barton_reaction wikiPageWikiLink File:Azadiradione_Corey_Barton_Reaction.png.
- Barton_reaction wikiPageWikiLink File:Barton_reaction_mechanism.svg.
- Barton_reaction wikiPageWikiLink File:Corey_Barton_Reaction_Perhydrohistrionicotoxin.png.
- Barton_reaction wikiPageWikiLink File:Dehan_Allobetullin_Barton_Reaction.png.
- Barton_reaction wikiPageWikiLinkText "Barton reaction".
- Barton_reaction wikiPageUsesTemplate Template:Reflist.
- Barton_reaction subject Category:Free_radical_reactions.
- Barton_reaction subject Category:Name_reactions.
- Barton_reaction hypernym Reaction.
- Barton_reaction type Disease.
- Barton_reaction type Eponym.
- Barton_reaction type Reaction.
- Barton_reaction comment "The Barton reaction, also known as the Barton Nitrite Ester Reaction, is a photochemical reaction that involves the photolysis of an alkyl nitrite to form a δ-nitroso alcohol.Discovered in 1960, the reaction is named for its discoverer, Nobel Laureate Sir Derek Barton.".
- Barton_reaction label "Barton reaction".
- Barton_reaction sameAs Q809549.
- Barton_reaction sameAs تفاعل_بارتون.
- Barton_reaction sameAs Barton-Reaktion.
- Barton_reaction sameAs Reacción_de_Barton.
- Barton_reaction sameAs واکنش_بارتون.
- Barton_reaction sameAs バートン反応.
- Barton_reaction sameAs Reação_de_Barton.
- Barton_reaction sameAs m.02q5n6g.
- Barton_reaction sameAs Q809549.
- Barton_reaction sameAs 巴顿反应.
- Barton_reaction wasDerivedFrom Barton_reaction?oldid=706187092.
- Barton_reaction depiction Barton_reaction_mechanism.svg.
- Barton_reaction isPrimaryTopicOf Barton_reaction.