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Statements

Subject Item
dbr:Trimethylenemethane
dbo:wikiPageWikiLink
dbr:Trimethylenemethane_cycloaddition
Subject Item
dbr:Favorskii_rearrangement
dbo:wikiPageWikiLink
dbr:Trimethylenemethane_cycloaddition
Subject Item
dbr:Methylenecyclopropane
dbo:wikiPageWikiLink
dbr:Trimethylenemethane_cycloaddition
Subject Item
dbr:Trimethylenemethane_cycloaddition
rdf:type
yago:ChemicalProcess113446390 yago:ChemicalReaction113447361 yago:WikicatOrganicReactions yago:NaturalProcess113518963 yago:PhysicalEntity100001930 yago:Process100029677
rdfs:label
Trimethylenemethane cycloaddition
rdfs:comment
Trimethylenemethane cycloaddition is the formal [3+2] annulation of trimethylenemethane (TMM) derivatives to two-atom pi systems. Although TMM itself is too reactive and unstable to be stored, reagents which can generate TMM or TMM synthons in situ can be used to effect cycloaddition reactions with appropriate electron acceptors. Generally, electron-deficient pi bonds undergo cyclization with TMMs more easily than electron-rich pi bonds.
foaf:depiction
n9:TMMScope5.png n9:TMMStereo1.png n9:TMMStereo2.png n9:TMMSynth.png n9:TMMScope1.png n9:TMMScope2.png n9:TMMScope3.png n9:TMMScope4.png n9:TMMMech2.png n9:TMMAlt.png n9:TMMMech3.png n9:TMMGen.png n9:TMMMech4.png n9:TMMMech1.png n9:TMMOrbs.png
dct:subject
dbc:Organic_reactions dbc:Cycloadditions
dbo:wikiPageID
27568805
dbo:wikiPageRevisionID
1066326253
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dbr:Leaving_group dbr:Diazene dbr:Synthon dbr:Ring_strain dbr:Cyclopentane dbr:Diastereomer dbr:Reactivity_(chemistry) n12:LUMO dbr:Pi_bond dbr:Propellane dbr:Allyl dbr:Acetate dbc:Organic_reactions dbr:Silyl_enol_ether dbr:Metal_carbonyl dbr:Electron_acceptor dbr:Stepwise_reaction dbr:Ester dbr:Methylenecyclopropane dbr:Methylenecyclopropene dbr:Amide dbr:Orthoester dbr:Double_bond dbr:Cyclic_compound dbr:Functional_selectivity dbr:Racemization dbr:Pi_system dbr:Chiral_auxiliaries dbr:Reaction_intermediate dbr:Phosphite dbr:Cyclopropane dbr:Palladium dbr:Organophosphorus dbr:Carbonate dbr:Annulation dbr:Isomer dbr:Silylation n17:TMMStereo1.png n17:TMMStereo2.png n17:TMMSynth.png dbr:Alkene dbr:Reagent dbr:Camphorsultam dbr:Heterocyclic_compounds n17:TMMMech3.png n17:TMMMech4.png dbr:Solvent dbr:Zinc n17:TMMOrbs.png dbr:Catalysis dbr:Zwitterion n17:TMMScope1.png n17:TMMScope2.png n17:TMMScope3.png n17:TMMScope4.png n17:TMMScope5.png dbr:Triplet_state dbc:Cycloadditions n17:TMMAlt.png dbr:Stereospecificity n17:TMMGen.png dbr:Singlet_state n17:TMMMech1.png n17:TMMMech2.png dbr:Degasification dbr:Transition_metal dbr:Acetal dbr:Cycloaddition dbr:Trimethylenemethane dbr:Sulfoxide dbr:Indium dbr:Regioselectivity dbr:Bridged_compounds dbr:Ligand dbr:Nickel dbr:Photodissociation dbr:Dimer_(chemistry) dbr:Non-Kekulé_molecule dbr:Chirality_(chemistry) dbr:Alkyne dbr:Alicyclic_compound dbr:Methylene_group dbr:1,3-dipolar_cycloaddition dbr:Reflux dbr:Tetrahydrofuran dbr:Brefeldin_A
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n9:TMMOrbs.png?width=300
dbo:abstract
Trimethylenemethane cycloaddition is the formal [3+2] annulation of trimethylenemethane (TMM) derivatives to two-atom pi systems. Although TMM itself is too reactive and unstable to be stored, reagents which can generate TMM or TMM synthons in situ can be used to effect cycloaddition reactions with appropriate electron acceptors. Generally, electron-deficient pi bonds undergo cyclization with TMMs more easily than electron-rich pi bonds.
gold:hypernym
dbr:Annulation
prov:wasDerivedFrom
wikipedia-en:Trimethylenemethane_cycloaddition?oldid=1066326253&ns=0
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11922
foaf:isPrimaryTopicOf
wikipedia-en:Trimethylenemethane_cycloaddition
Subject Item
wikipedia-en:Trimethylenemethane_cycloaddition
foaf:primaryTopic
dbr:Trimethylenemethane_cycloaddition