195059-48-4Relevant academic research and scientific papers
Stereoselective Grignard reactions to α-amino nitrones. Synthesis of optically active α-aminohydroxylamines and 1,2-diamines
Merino, Pedro,Lanaspa, Ana,Merchan, Francisco L.,Tejero, Tomas
, p. 2381 - 2401 (2007/10/03)
α-Aminohydroxylamines are formed stereoselectively from the nucleophilic addition of phenylmagnesium bromide to α-amino nitrones. In contrast, the addition of methylmagnesium bromide occurs in a stereorandom fashion. Nevertheless it is possible to achieve a complete syn selectivity by diprotecting the α-amino group in the starting nitrone. Hydrogenation of the obtained α-amino hydroxylamines followed by deprotection of the tert-butoxycarbonyl group affords optically active 1,2-diamines.
