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• W2949202937 abstract "Carbanions bearing a leaving group in the α position can react as electrophiles. They couple with organolithium or Grignard reagents to give a new organomctallic compound. The iteration of the process, which would generally lead to a series of homologous products, is circumvented if the organomctallic formed can undergo a fast intramolecular reaction. Accordingly, various alkenes, including vinylic halides, enol ethers or thioethers could be easily and efficiently obtained. This electrophilic behaviour of anionic species is not limited to carbanions; examples of electrophilic amination or hydroxylation based on this unexpected reactivity are also reported. Certains carbanions portant un groupe partant en position α réagissent comme des électrophiles. Par traitement par des organolithiens ou des réactifs de Grignard, ils fournissent un nouvel organométallique. La répétition de ce processus qui conduit, dans le cas général, à une série de produits homologues peut être empêchée si le premier organométallique ainsi formé a la possibilité d’évoluer par une réaction intramoléculaire rapide. On a ainsi un accès simple et efficace à divers alcènes fonctionnalisés ou non. Un tel comportement électrophile d’espèces cliargées négativement n’est pas limité aux carbanions; de facon analogue, des anions centrés sur l’azote ou l’oxygène constituent de remarquables réactifs d’amination ou d’hydroxylation électrophile." @default.
• W2949202937 created "2019-06-27" @default.
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• W2949202937 date "1997-04-01" @default.
• W2949202937 modified "2023-09-25" @default.
• W2949202937 title "Organic carbon, nitrogen or oxygen-centred anions can display electrophilic reactivity" @default.
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• W2949202937 doi "https://doi.org/10.1016/s1251-8069(99)80056-6" @default.
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