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A novel pseudo-seven-component diastereoselective synthesis of λ5-phosphanylidene bis(2,5-dioxotetrahydro-1H-pyrrole-3-carboxylates) via binucleophilic systems

✍ Scribed by Abdolali Alizadeh; Sadegh Rostamnia; Long-Guan Zhu


Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
444 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis


The unusual 1:2 intermediate, generated by the addition of triphenylphosphine (TPP) to dialkyl acetylenedicarboxylates (DAAD) was trapped during the reaction of a Ph 3 P/RN = C/DMAD binucleophilic system with TFA as an initial proton source in a pseudo-seven-component (7-CR) diastereoselective reaction to give k 5 -phosphanylidene bis(2,5-dioxotetrahydro-1H-pyrrole-3-carboxylates) with three stereogenic centers and a phosphorane group in good yields.