In the presence of an Evans oxazolidinone as the chiral auxiliary, the anion derived from α-diazoacetamide adds to aromatic N-tosylimines with high stereoselectivity (see scheme). The addition products can be used in a concise and stereoselective synthesis of syn- and anti-α-hydroxy-β-amino acid derivatives.
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Zhao et al. (2004) studied this question.
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