Abstract
The reaction of chiral imines, derived from aromatic aldehydes and (S)-valinol, with a Grignard reagent in the presence of Mg(0) afforded imino-pinacol coupling products instead of alkylated amines, with a high level of diastereoselectivity. The chiral auxiliary in the product was successfully removed via dehydration followed by hydrolysis, and the corresponding (R,R)-ethylenediamine derivative was obtained as the N-Boc protected form.
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