A facile synthesis of diastereoisomeric 1, 4-diionic organophosphorus compounds

I Yavari, MR Islami, HR Bijanzadeh - Tetrahedron, 1999 - Elsevier
The addition of dialkyl acetylenedicarboxylates to strong CH-acids in the presence of
triphenylphosphine leading to highly functionalized 1, 4-diionic organophosphorus
compounds is reported. These betaines possess two vicinal stereogenic centers and exist
as a mixture of two diastereoisomers. Interconversion between the two diastereoisomeric
forms of these 1, 4-diionic compounds via CH proton exchange reactions of the (Ph) 3P+-CH
moieties, preclude their separation. The assignments of the two diastereoisomeric forms of …
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