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À propos de : Addition of n-Butyllithium to an Aldimine: Role of Chelation, Aggregation,and Cooperative Solvation        

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  • Addition of n-Butyllithium to an Aldimine: Role of Chelation, Aggregation,and Cooperative Solvation
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  • Rate studies of the addition of n-BuLi in the presence of TMEDA to potentially chelating aldimines are consistent with a combination of monomer- and dimer-based mechanisms. Using mixtures of TMEDA and Et2O reveals cooperative solvation in which both Et2O and TMEDA coordinate to lithium at the monomer- and dimer-based transition structures. The four discrete mechanisms are affiliated with markedly different stereochemistries of the 1,2-addition.
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