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N - t -Butoxycarbonyl- O -sulfonyl-substituted hydroxylamines react with soft enolates to yield O - t- butoxycarbonylamino derivatives rather than the expected Boc-protected amino acids. The reaction is limited to enolates of β-dicarbonyl compounds. Decarboxylation of the resultant tricarbonyl compound affords malonyl α-alkyl O - t- butoxycarbonylamino derivatives.
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Hanessian et al. (1999) studied this question.
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