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Diastereoselective Reaction of a 2-Nitroenamine with an Excess of Grignard Reagent
Krowczynski, Adam,Kozerski, Lech,Mannschreck, Albrecht
, p. 787 - 790 (2007/10/02)
Nitroenamine 1 reacts with four equivalents of Grignard reagents to yield hydroxylamines 8-10 after hydrolysis.In the case of 8 and 10 this reaction is highly diastereoselective (Scheme). 1H-NMR signal assignments of imidazolidine 3 by NOE result in the relative configurations (Scheme) for the preferred diastereomers of 2 and 4.
