Relay cross metathesis reactions of vinylphosphonates

Relay cross metathesis reactions of vinylphosphonates

Dimethyl (β-substituted) vinylphosphonates do not readily undergo cross metathesis reactions with Grubbs catalyst and terminal alkenes. However, the corresponding mono- or diallyl vinylphosphonate esters undergo facile cross metathesis reactions. The improved reactivity is attributed to a relay step...

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Veröffentlicht in:Beilstein journal of organic chemistry 2014-08, Vol.10 (1), p.1933-1941
Hauptverfasser: Malla, Raj K, Ridenour, Jeremy N, Spilling, Christopher D
Format: Artikel
Sprache:eng
Schlagworte:
centrolobine
Chemistry
Full Research Paper
metathesis
organo phosphorus
relay
vinyl phosphonate
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Zusammenfassung:Dimethyl (β-substituted) vinylphosphonates do not readily undergo cross metathesis reactions with Grubbs catalyst and terminal alkenes. However, the corresponding mono- or diallyl vinylphosphonate esters undergo facile cross metathesis reactions. The improved reactivity is attributed to a relay step in the cross metathesis reaction mechanism.
ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.10.201