Synthesis of β-hydroxyphosphonates by iron-catalyzed oxidative addition of phosphonyl radicals to alkenes

Synthesis of β-hydroxyphosphonates by iron-catalyzed oxidative addition of phosphonyl radicals to alkenes

Phosphorohydrazidates have been shown to work as radical precursors by iron-catalyzed aerobic oxidation to generate corresponding phosphonyl radicals. Generated radicals cause intermolecular addition to various alkenes in the presence of molecular oxygen to give β-hydroxyphosphonate compounds in goo...

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Veröffentlicht in:Tetrahedron letters 2011-09, Vol.52 (37), p.4768-4770
Hauptverfasser: Taniguchi, Tsuyoshi, Idota, Atsushi, Yokoyama, Shin’ichi, Ishibashi, Hiroyuki
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes
Chemistry
Exact sciences and technology
Free radicals chemistry
Iron catalysis
Organic chemistry
Organometalloidal and organometallic compounds
Oxidation
Oxygenation
P derivatives
Phosphonates
Precursors
Preparations and properties
Radical reactions
Radicals
Reactivity and mechanisms
Synthesis (chemistry)
Tetrahedrons
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Beschreibung
Zusammenfassung:Phosphorohydrazidates have been shown to work as radical precursors by iron-catalyzed aerobic oxidation to generate corresponding phosphonyl radicals. Generated radicals cause intermolecular addition to various alkenes in the presence of molecular oxygen to give β-hydroxyphosphonate compounds in good yield.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.07.026