104470-60-2

Upstream product

• 14812-60-3 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane 
• 104470-59-9 C₁₉H₂₇O₈P 
• 107906-09-2 2-(2-Hydroxy-phenyl)-3-[(2-hydroxy-1,1,2-trimethyl-propoxy)-methoxy-phosphoryl]-succinic acid dimethyl ester 
• 74783-22-5 (E)-2-(2-Methoxy-4,4,5,5-tetramethyl-2-phenoxy-2λ⁵-[1,3,2]dioxaphospholan-2-yl)-but-2-enedioic acid dimethyl ester 

Relevant academic research and scientific papers

EVOLUTION THERMIQUE DE VINYLPHOSPHORANES

The thermal evolution of aryloxy or enoxyvinylphosphoranes 1 is reported.It leads to spirophosphoranes 2.The yield as well as the reaction time decrease when the ?-deficient character of the aryloxy or enoxy system increases.With very electron withdrawing systems, the main reaction is analogous to the second step of the Arbuzov reaction and gives rise to the vinylphosphonate 6 and to the corresponding aromatic ether 7.When the carboxylate group the nearest to the phosphorus atom is replaced by a phenyl group or an hydrogen atom, no spirophosphorane 2 is obtained.The hydrolysis of compounds 2, under mild condition, leads to a new class of phosphonates 3 and 16.

ORTHOALKYLATION SUR LE NOYAU AROMATIQUE D'UN PHENOXYVINYLPHOSPHORANE

We describe the first orthoalkylation of a phenoxyvinylphosphorane leading to a spirophosphorane.At 160 deg C, the reaction is fast and stereoselective.When the ortho positions are substituted, a non stereoselective paraalkylation occurs.