Addition reactions to nitrones

On the basis of the methylmagnesium bromide addition reaction to nitrones, an improved synthetic method of fluorinated tert-butyl amines was accomplished (Scheme 2.146) (573). 

The multinucleating system provided by the tartaric acid esters was found to effectively control the stereochemical course not only of the cycloaddition described above but also of the nucleophilic addition reaction. Especially, nucleophilic addition to nitrone seems to be a promising candidate, because nitrone possesses an electronegative oxygen that can strongly coordinate to metals. Based on this strategy, several asymmetric addition reaction to nitrones have been already developed [26]. 

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