Beilstein J. Org. Chem.2018,14, 1637–1641, doi:10.3762/bjoc.14.139
were coupled with alkenes 2 (Figure 1). Esters and amides of acrylic acid, acrylonitrile, and vinylphosphonate used in a small excess (1.2 equiv) were successfully fluoroalkylated. For vinyl(phenyl)sulfone, significant amounts of hydrodeiodination product RfH was formed, likely because of the
Beilstein J. Org. Chem.2014,10, 1933–1941, doi:10.3762/bjoc.10.201
phosphorus; relay; vinylphosphonate; Introduction
Over the last two decades, we have developed reactions for the formation of chiral non-racemic γ-substituted vinylphosphonates [1][2][3][4][5][6][7][8][9]. In particular, carbonate derivatives 1 (phosphono allylic carbonates) of allylic hydroxy phosphonates
relay step in the cross metathesis reaction mechanism.
Natural products prepared using vinylphosphonate intermediates.
Palladium catalysed reaction of phosphono allylic carbonates.
Approaches to the synthesis of centrolobine.
Relay ring closing metathesis and relay cross metathesis.
Cross metathesis
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Graphical Abstract
Scheme 1:
Palladium catalysed reaction of phosphono allylic carbonates.